Category: 105627-79-0

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isoquinoline-5-sulfonyl chloride hydrochloride (33 g, prepared according to the method described in Japanese Patent Unexamined Publication (Kokai) No. 57-200366) was added to dichloromethane (300 ml) and water (300 ml), added with sodium hydrogencarbonate with vigorous stirring until pH of the aqueous layer became 5 to 6. The reaction mixture was further extracted three times with dichloromethane, and the organic layer was dried over anhydrous magnesium sulfate. This solution was added dropwise to a solution of ethylenediamine (30 g) in dichloromethane (600 ml) over 2 hours with ice cooling and stirred at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was added with diluted hydrochloric acid with vigorous stirring to adjust pH of the aqueous layer to about 8. The organic layer and the aqueous layer were separated, and then the aqueous layer was collected and added with potassium carbonate to obtain a saturated solution, which was extracted with dichloromethane (600 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to obtain the title compound (22.9 g).

105627-79-0, As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Yamada, Rintaro; Seto, Minoru; US2005/20623; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

General procedure: A solution of compound 8 (90 mg, 0.44 mmol), 4-chlorobenzenesulfonyl chloride (103 mg, 0.49 mmol) and triethylamine (68 muL, 0.49 mmol) in dichloromethane (5 mL) was stirred at room temperature for 18 h. The reaction was quenched through the addition of water (20 mL) and the pH adjusted to pH 6-7 using aqueous phosphate buffer solution (0.5 M, pH 7). The mixture was then diluted with dichloromethane (20 mL) and the separated aqueous layer further extracted with dichloromethane (2 x 20 mL). The combined organic layers were washed with aqueous phosphate buffer solution (0.5 M, pH 7) (20 mL), dried over anhydrous magnesium sulfate, filtered and the filtrate concentrated in vacuo. Purification by flash chromatography (dichloromethane/methanol, 40:1) afforded compound 9a as a beige solid (96 mg, 0.25 mmol, 56%)., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Brimble, Margaret A.; Cook, Gregory M.; Davison, Emma K.; Ferguson, Scott A.; Harbison-Price, Nichaela; Harper, Andrew D.; Heikal, Adam; Jeong, Joo Young; Knottenbelt, Melanie K.; Krittaphol, Woravimol; McConnell, Michelle A.; McGowan, John E.; Mros, Sonya; Rennison, David; Van Zuylen, Essie M.; Walker, Greg F.; Bioorganic and medicinal chemistry letters; (2020);,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

Intermediate compound 3a (315 mg, 0.600 mmol) was dissolved in anhydrous DCM. 5-isoquinoline sulfonyl chloride ¡¤ HCl (190.3 mg, 0.721 mmol) and TEA (100 ml, 0.721 mmol) were added to the mixture, and the mixture was stirred at room temperature for 2 hours.After confirming the completion of the reaction,After acidification with saturated ammonium chloride solution and extraction with DCM,Dried over anhydrous MgSO4,Filtered and rotary evaporated.Purification of the compound was purified by column chromatography (methanol: chloroform = 1: 45) to obtain white crystals; Yield: 54.0%, 105627-79-0

105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Gwangju Institute of Science and Technology; Kim, Yong Chul; Lee, Ka Eun; (33 pag.)KR101732732; (2017); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17 In 100 ml of ice water was dissolved 8.8 g of 5-isoquinolinesulfonyl chloride hydrochloride, and the pH of the solution was adjusted to 6 with a saturated aqueous sodium hydrogencarbonate solution, followed by extraction with 100 ml of dichloromethane. The dichloromethane layer was added dropwise to a 100 ml of dichloromethane solution containing 5.30 g of N-hexyl-2-hydroxypropylamine and 4.0 g of triethylamine over a period of 20 minutes while cooling with ice. The mixture was stirred at a temperature of 15 C to 20 C for 2 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, the dichloromethane was removed under reduced pressure to obtain an oily residue. The thus obtained oily residue was subjected to purification by silica gel column chromatography (Wacogel C-200, 200 g; solvent: a 2 % methanol solution in chloroform) to obtain 9.02 g of N-hexyl-N-(2-hydroxypropyl)-5-isoquinolinesulfonamide.

105627-79-0, 105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; EP287696; (1988); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 In 100 ml of ice water was dissolved 10.56 g of 5-isoquinolinesulfonyl chloride hydrochloride, and the pH of the solution was adjusted to 6 with a saturated aqueous sodium hydrogencarbonate solution, followed by extraction with 100 ml of dichloromethane. The dichloromethane layer was added dropwise to a 100 ml of dichloromethane solution containing 8.7 g of N-hexylethanolamine and 6.1 g of triethylamine over 20 minutes while cooling with ice. The mixture was stirred at a temperature of 15 C. to 20 C. for 3 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, thedichloromethane was removed under reduced pressure to obtain an oily residue. The thus obtained oily residue was subjected to purification by silica gel column chromatography (Wacogel C-200, 200 g; solvent: a 5% methanol solution in chloroform) to obtain 5.24 g of N-hexyl-N-(2-hydroxyethyl)-5-isoquinolinesulfonamide.

105627-79-0, The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; US4798897; (1989); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

A suspension of isoquinoline-5-sulfonyl chloride hydrochloride (0.83 g in 50 ml of pyridine, 3.1 mmol) was added dropwise to a stirring solution of 1-(4-aminobutyl)-2-butyl-1H-imidazo[4,5-c]quinoline-4-amine (1.0 g, 3.2 mmol) and dichloromethane (175 ml). The solution turned a bright yellow color and was maintained at room temperature for 4 hours. An additional 0.18 g of isoquinoline-5-sulfonyl chloride hydrochloride was added and the reaction was maintained an additional 60 hours. The yellow solution was concentrated in vacuo, dissolved in dichloromethane, and washed sequentially with saturated aqueous sodium bicarbonate and water. The organic fraction was dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 9:1 dichloromethanemethanol) to provide 0.7 g of N5-[4-(4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]-5-isoquinolinesulfonamide as a white crystalline solid, m.p. 96.0 C. (decomposition). 1H NMR (300 MHz, DMSO-d6) delta 9.44 (d, J=0.7 Hz, 1H), 8.64 (d, J=6.1 Hz, 1H), 8.41-8.35 (m, 2H), 8.30 (dd, J=7.4, 1.2 Hz, 1H), 8.11 (t, J=5.6 Hz, 1H), 7.92 (d, J=7.6 Hz, 1H), 7.75 (t, J=7.7 Hz, 1H), 7.61 (dd, J=8.3, 1.2 Hz, 1H), 7.41 (dt, J=7.7, 1.2 Hz, 1H), 7.22 (dt, J=7.6, 1.2 Hz, 1H), 6.47 (broad s, 2H), 4.38 (t, J=7.5 Hz, 2H), 2.86-2.74 (m, 4H), 1.78-1.63 (m, 4H), 1.50-1.34 (m, 4H), 0.94 (t, J=7.4 Hz, 3H); MS (EI) m/e 502.2151 (502.2151 calcd for C27H30N6O2S). Anal calcd for C27H30N6O2S: C, 64.52; H, 6.02; N, 16.72. Found: C, 64.03; H, 6.03; N, 16.55., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; 3M Innovative Properties Company; US6677349; (2004); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Preparation Example Homopiperazine (3.413 g) was dissolved in tetrahydrofuran (57 ml) with stirring. After cooling the solution to -5 C, 5-isoquinolinesulfonyl chloride hydrochloride (3.00 g) was added while maintaining the intemal temperature at 10 C or less. The mixture was stirred at 5 C or less for four hours. The reaction mixture was allowed to stand to reach room temperature and filtered to remove insoluble matter. The filtrate was concentrated under reduced pressure, followed by the addition of ethyl acetate (57 ml), water (17 ml), and 3 N hydrochloric acid aqueous solution (6.4 ml). The mixture was separated into layers to obtain a water layer. After washing the water layer with ethyl acetate (7 ml), water (6 ml), ethyl acetate (57 ml), and 6 N sodium hydroxide aqueous solution (3 ml) were added to separate the mixture into layers and obtain an organic layer. The organic layer was concentrated under reduced pressure and the residue was dried under reduced pressure to obtain fasudil (1.36 g). The yield was 41%. The fasudil is processed by the method described in JP-A-9-71582 to obtain fasudil hydrochloride. Fasudil can also be obtained in the same manner using the solvents listed below instead of tetrahydrofuran used in the Reference Preparation Example at yields described in the parentheses. Acetone (22%), acetonitrile (30%), 1,2-dimethoxyethane (31%), 2-butanone (24%), anisole (34%), isopropyl ether (10%), ethyl acetate (38%), toluene (18%), etc. Concentration of the filtrate was unnecessary when anisole, isopropyl ether, ethyl acetate, and toluene were used as the solvent., 105627-79-0

The synthetic route of 105627-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Pharma Corporation; EP1726306; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 63 N-{2-[4-(tert-Butoxycarbonyl)piperazinyl]-1-[p-(5-isoquinolinesulfonyloxy)benzyl]ethyl}-5-isoquinolinesulfonamide 1.6 g of the amorphous compound obtained in Reference Example 17 was dissolved in 25 ml of methanol, and to the solution was added 1.0 g of 5% palladium on carbon. The mixture was stirred in a hydrogen atmosphere for 20 hours, and filtered to remove insoluble matter. The filtrate was concentrated under a reduced pressure, resulting residue was dissolved in 30 ml of tetrahydrofuran, and to the solution were added 2.8 g of 5-isoquinolinesulfonyl chloride.HCl and 4 ml of triethylamine under ice cooling. After stirring at a room temperature for 3 hours, to the reaction mixture was added 100 ml of water, and the mixture was extracted twice with 70 ml of chloroform, and the extract was dried over magnesium sulfate and concentrated under a reduced pressure. The resulting residue was applied to a silica gel column and eluted with chloroform/methanol (100:1 to 50:1) to obtain 1.27 g of the title compound in a yellow amorphous form. 1 H-NMR (CDCl3, delta ppm): 1.40 (9H, s), 1.75-2.18 (6H, m), 2.15-3.07 (6H. m), 3.27 (1H, m), 5.35 (1H, br), 6.67 (2H, d, J=8.3 Hz), 6.90 (2H, d, J=8.3 Hz), 7.65 (1H, t, J=7.8 Hz), 7.69 (1H, t, J=7.8 Hz), 8.21 (1H, d, J=8.3 Hz), 8.27-8.32 (2H, m), 8.37-8.41 (2H, m), 8.53 (1H, d, J=6.4 Hz), 8.69 (1H, d, J=6.9 Hz), 8.82 (1H, d, J=6.4 Hz), 9.36 (1H, s), 9.43 (1H, s)., 105627-79-0

105627-79-0 Isoquinoline-5-sulfonyl chloride hydrochloride 13116932, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Hidaka; Hiroyoshi; Tobishi Yakuhin Kogyo Kabushiki Kaisha; US5081246; (1992); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.105627-79-0,Isoquinoline-5-sulfonyl chloride hydrochloride,as a common compound, the synthetic route is as follows.

Reference Preparation Example Homopiperazine (3.413 g) was dissolved in tetrahydrofuran (57 ml) with stirring. After cooling the solution to -5 C, 5-isoquinolinesulfonyl chloride hydrochloride (3.00 g) was added while maintaining the intemal temperature at 10 C or less. The mixture was stirred at 5 C or less for four hours. The reaction mixture was allowed to stand to reach room temperature and filtered to remove insoluble matter. The filtrate was concentrated under reduced pressure, followed by the addition of ethyl acetate (57 ml), water (17 ml), and 3 N hydrochloric acid aqueous solution (6.4 ml). The mixture was separated into layers to obtain a water layer. After washing the water layer with ethyl acetate (7 ml), water (6 ml), ethyl acetate (57 ml), and 6 N sodium hydroxide aqueous solution (3 ml) were added to separate the mixture into layers and obtain an organic layer. The organic layer was concentrated under reduced pressure and the residue was dried under reduced pressure to obtain fasudil (1.36 g). The yield was 41%. The fasudil is processed by the method described in JP-A-9-71582 to obtain fasudil hydrochloride. Fasudil can also be obtained in the same manner using the solvents listed below instead of tetrahydrofuran used in the Reference Preparation Example at yields described in the parentheses. Acetone (22%), acetonitrile (30%), 1,2-dimethoxyethane (31%), 2-butanone (24%), anisole (34%), isopropyl ether (10%), ethyl acetate (38%), toluene (18%), etc. Concentration of the filtrate was unnecessary when anisole, isopropyl ether, ethyl acetate, and toluene were used as the solvent., 105627-79-0

As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Asahi Kasei Pharma Corporation; EP1726306; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

105627-79-0, Isoquinoline-5-sulfonyl chloride hydrochloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

105627-79-0, EXAMPLE 4 In 50 ml of ice water was dissolved 5.5 g of 5-isoquinolinesulfonyl chloride hydrochloride as obtained in Reference Example, and the pH of the solution was adjusted to 6 with an aqueous sodium hydrogencarbonate saturated solution, followed by extraction with 100 ml of dichloromethane. The dichloromethane layer was added dropwise to a 50 ml of dichloromethane solution containing 6.0 g of 1-benzyloxycarbonyl-3-methylhomopiperazine and 3.5 g of triethylamine for 1 hour while cooling with ice. The mixture was stirred at a temperature of 5 C. to 15 C. for 12 hours, washed with water, and dried with anhydrous magnesium sulfate. Then, the dichloromethane was removed under reduced pressure to obtain an oily residue. To the thus obtained oily residue was added 30 ml of a 25% hydrobromic acid solution in acetic acid, and the mixture was stirred for 5 hours at a temperature of 15 C. to 20 C. and then poured into 100 ml of ice water. The pH of the aqueous layer was adjusted to 10 with a 5N aqueous sodium hydroxide solution, followed by extraction with chloroform. The chloroform layer was washed with water and dried with anhydrous magnesium sulfate. Then the chloroform was distilled off under reduced pressure to obtain an oily residue. The oily residue thus obtained was subjected to purification by the silica gen column chromatography (Wacogel C-200, 200 g; solvent: a 3% methanol solution in chloroform), thereby to obtain 3.38 g of 1-(5-isoquinolinesulfonyl)-2-methylhomopiperazine, i.e., Compound (2), in a 58% yield. Analytical data on Compound (2) are given below. Mass spectrum (m/e): 305 IR absorption spectrum (cm-1): 3320,1620,1330,1150. NMR spectrum (CDCl3 -DCl): 1.0-1.2(3H), 2.0-2.8(2H), 3.6-4.2(7H), 7.6-7.9(1H), 8.1-8.8(4H), 9.3(1H).

As the paragraph descriping shows that 105627-79-0 is playing an increasingly important role.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; US4678783; (1987); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem