Simple exploration of 105627-79-0

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

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

To a suspension of isoquinoline-5-sulphonic acid (237 mg, 1.133 mmol) in thionyl chloride (1.1 ml) was added DMF (20 U, L) and the mixture refluxed for 3 h. The resulting precipitate was cooled, concentrated and used as the crude hydrochloride salt. To a solution of the hydrochloride salt of the Boc-protected pyrrolidine derivative shown above (265 mg, 0.944 mmol) in DCM (9 ml) at rt was added triethylamine (658 PI, 4.720 mmol) and DMAP (20 mg, 0.164 mmol). The crude sulphonyl chloride prepared above was added in one portion and the resulting mixture stirred for 1 h. Brine (20 ml) was added, the phases separated and the aqueous further extracted with DCM (3 x 15 ml). Organic phases were combined, dried (MGSO4), concentrated and the crude purified by silica column chromatography (5% MeOH/DCM) to give the desired product as an oil (309 mg, 63%). 1H NMR (CDC13) 8 1.27 (9H, s), 1.81-2. 24 (2H, m), 2.90-3. 12 (1H, m), 3.37-3. 50 (1H, M), 3.62 (3H, s), 3.77-3. 94 (1H, m), 4.10-4. 27 (1H, m), 5.91-6. 27 (1H, m), 7.60-7. 68 (1H, m), 8.15-8. 18 (1H, m), 8.31-8. 41 (2H, m), 8.55-8. 62 (1H, m), 9.30 (1H, s).

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

Reference£º
Patent; ASTEX TECHNOLOGY LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; WO2005/11697; (2005); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

New learning discoveries about 105627-79-0

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

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.

To a solution of the amine (27 mg, 0.0792 mmol) in DCM (1 ml) at 0 C was added triethylamine (55 mu1, 0.396 mmol). Isoquinoline-5-sulphonyl chloride hydrochloride (21 mg, 0.0792 mmol) was added in one portion and the resulting solution warmed to rt and stirred for 20 h. The reaction mixture was then concentrated, dissolved in MEOH (1 ml) and 1 M HC1 in diethyl ether (2 ml) added. After stirring for 3.5 h, the mixture was concentrated and purified by SCX-2 Isolute column (washing with MEOH, then 1 M NH3 in MEOH) to give the desired product as an oil (31 mg, 53% over 3 STEPS). 1H NMR (CDCL3) 8 1.44-1. 52 (1H, m), 1.92-2. 06 (1H, m), 2.67-2. 75 (2H, m), 2.88-3. 05 (2H, m), 3.45-3. 52 (1H, m), 3.98-4. 03 (1H, m), 4.37 (2H, s), 7. 13-7. 35 (4H, m), 7.67-7. 74 (1H, m), 8.17-8. 23 (1H, m), 8.43-8. 46 (2H, m), 8.69- 8.73 (1H, m), 9.37 (1H, d). LC/MS : Rt 4.87 [M+H] 432.

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

Reference£º
Patent; ASTEX TECHNOLOGY LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; WO2005/11697; (2005); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 105627-79-0

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

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: To a solution of 12a-12i (1 equiv) in dried DCM was added 5-isoquinolinesulfonyl chloride HCl (1.2 equiv) and triethylamine (TEA) (1.2 equiv), and the resulting mixture was stirred for 2 h at RT. The resulting mixture was treated with saturated aq. NH4Cl (25 mL). The organic phase was extracted with DCM (3 x 25 mL),and the combined organic phases were dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purifiedby silica gel column chromatography (CHCl3/MeOH 45:1, v/v) to afford 13a-13i.

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

Reference£º
Article; Park, Jin-Hee; Lee, Ga-Eun; Lee, So-Deok; Ko, Hyojin; Kim, Yong-Chul; European Journal of Medicinal Chemistry; vol. 106; (2015); p. 180 – 193;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 105627-79-0

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

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

General procedure: A solution of 8-amino-2-methylquinoline (10.0 g, 63.2 mmol), 4- (trifluoromethyl)benzenesulfonyl chloride (17.0 g, 69.5 mmol) and triethylamine (10.5 ml_, 75.8 mmol) in dichloromethane (100 mL) was stirred at room temperature for 18 h. The mixture was then diluted with water (100 mL), the pH adjusted to pH 6-7 using aqueous phosphate buffer solution (0.5 M, pH 7) and the separated aqueous layer further extracted with dichloromethane (2 x 50 mL). The combined organic layers were further washed with aqueous phosphate buffer solution (0.5 M, pH 7) (50 mL), dried over anhydrous magnesium sulfate, filtered and the filtrate concentrated in vacuo to afford compound (ZDR018) as a pale grey solid (22.40 g), which was used without further purification.

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

Reference£º
Patent; OTAGO INNOVATION LIMITED; BRIMBLE, Margaret Anne; COOK, Greg Murray; FERGUSON, Scott Andrew; HEIKAL, Adam; RENNISON, David; (130 pag.)WO2019/125185; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Simple exploration of 105627-79-0

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

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 8 In 100 ml of ice water was dissolved 10.6 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 of 200 ml of dichloromethane. The dichloromethane layer was added dropwise to a 100 ml of dichloromethane solution containing 6.0 g of 3-hydroxypiperidine and 6.0 g of triethylamine over 30 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, the dichloromethane was removed under reduced pressure to obtain 8.50 g of 1-(5-isoquinolinesulfonyl)-3-hydroxypiperidine.

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

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

 

Brief introduction of 105627-79-0

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

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.

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

 

Some tips on 105627-79-0

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

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

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

 

Downstream synthetic route of 105627-79-0

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

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.

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