Category: 84468-15-5

84468-15-5, Isoquinoline-5-sulfonyl chloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 5 In 50 ml of a chloroform solution containing 1.4 g of 3-dimethylaminopropylamine and 1.4 g of triethylamine was added dropwise 30 ml of a chloroform solution containing 2.6 g of 5-isoquinolinesulfonyl chloride under cooling with ice. After the dropwise addition of the chloroform solution, the mixed solution was stirred at a temperature of 2 C. to 10 C. for four hours, and the reaction mixture solution was washed with water and dried with anhydrous magnesium sulfate. After the chloroform was distilled therefrom, the residue obtained was subjected to a silica gel column chromatography (silica gel: 70 g; solvent: chloroform) to give 2.38 g of N-(3-dimethylaminopropyl)-5-isoquinolinesulfonamide, i.e., Compound (17) in a yield of 71%. Mass spectrum (m/e): 293, 249, 235, 221 and 207 NMR spectrum (CDCl3): 1.6(2H, CH2), 2.0-2.6(8H, 2*NCH3 +NCH2), 3.1(2H, NCH2), 6.2(NH), 7.4-7.7(1H), 8.0-8.6(4H) and 9.3(1H) IR absorption spectrum (numaxcap, cm-1): 2950, 2860, 2840, 1460, 1320, 1150, 1130, 830 and 760., 84468-15-5

84468-15-5 Isoquinoline-5-sulfonyl chloride 3371655, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka; Hiroyoshi; US4456757; (1984); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

The powdered aryl or heteroaryl sulphonyl chloride (ARYL-SOACI) (1 mmol) was added in small portions to a cooled flask (0 C) containing the ethylene diamine (10 mmol) in dry dichloromethane (20 ml) with vigorous stirring. The reaction was then stirred for 3 hours at room temperature under a nitrogen atmosphere. After checking its conclusion by TLC, the reaction mixture was extracted with 10% aqueous hydrochloric acid solution. After separation of the two resulting phases, the pH of the aqueous layer was adjusted to 10 with a 10% aqueous sodium hydroxide solution and the aqueous layer was extracted with dichloromethane. The organic layer was then dried (anhydrous magnesium sulphate), filtered and evaporated under reduced pressure to give the aryl-sulphonamido-alkylamine as a solid. The aryl or heteroaryl sulphonyl chlorides used in the procedure described above were either obtained from commercial sources or were prepared through reaction of the respective sulphonic acids (2.3 mmol) with thionyl chloride (2.2 ml) in the presence of dimethylformamide (0.3 ml). The reaction was carried out under reflux for 2 hours and, after cooling to room temperature, the reaction mixture was evaporated under reduced pressure to give a solid sulphonyl chloride which was used immediately in the next step., 84468-15-5

The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

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

84468-15-5, Isoquinoline-5-sulfonyl chloride is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0517] Procedure: To a stirred solution of compound isoquinoline-5-sulfonyl chloride (0.5 g, 2.192 mmol) in tetrahydrofuran (10 mL) at 0C was added ammonium hydroxide solution (0.26 mL, 6.578 mmol) and stirred for 1.5 h at room temperature. The progress of the reaction was monitored by TLC. Then the reaction was quenched with water (10 mL) and extracted with 5% methanol in dichloromethane (3 ¡Á 50 mL), combined organic layers were washed with water (10 mL) and brine (10 mL). The organic layer was dried over sodium sulphate, filtered and evaporated under reduced pressure, purified by combiflash purifier using 8% methanol in dichloromethane to afford isoquinoline-5-sulfonamide (0.35 g, 76% (2 Steps)) as off-white solid.1HNMR (400 MHz, DMSO-d6): delta 9.45 (s, 1H), 8.66 (d, J =5.6 Hz, 1H), 8.42-8.32 (m, 3H), 7.82-7.78 (m, 1H), 7.74 (s, 2H). LC-MS m/z = 209.1 [M+H]+.

84468-15-5, The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

EXAMPLE 9 In 30 ml of water was dissolved 3.9 g of 1-amidinopiperazine sulfate, and 60 ml of tetrahydrofuran solution containing 4.1 g of 5-isoquinolinesulfonyl chloride and 1N sodium hydroxide was added dropwise under cooling with ice so that the pH of the solution maintain the range from 8 to 8.5. After the dropwise addition, the mixture solution was stirred for one hour. The crystalline residue was discarded, and the pH of the aqueous layer was adjusted to 1 with an aqueous diluted hydrochloric acid solution. The crystalline residue was discarded, and the pH of the aqueous layer was adjusted to 13 with a 5N aqueous sodium hydroxide solution. The crystals precipitated were separated by filtration, and the crystalline residue obtained was dissolved with an aqueous diluted hydrochloric acid solution. The pH of the solution was adjusted to 13.5 with a 2N aqueous sodium hydroxide solution. The crystals precipitated were separated by filtration, the crystalline residue was washed with water, methanol and ethylether and condensed to dryness to give 4.84 g of 4-amidino-1-(5-isoquinolinesulfonyl)piperazine, i.e., Compound (44) in a yield of 84%. Mass spectrum (m/e): 319, 302, 278 and 221. NMR spectrum (DMSO-d6, D2 SO4): 2.6~3.7 (8H), 7.7~8.3 (1H), 8.4~8.9 (4H) and 9.8 (1H). IR spectrum (numax, cm-1): 3320, 1675, 1590 and 1170., 84468-15-5

The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka; Hiroyoshi; US4634770; (1987); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

a) (S)-4-{2-[4-(Isoquinoline-5-sulfonylamino)-pcarboxylic acid tert-butyl ester(S)-4-[2-(4-Amino-phenyl)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (150 mg) was dissolved in tetrahydrofuran at room temperature before treatment withtriethylamine (129.8 mu) and isoquinoline-5-sulfonyl chloride (141.4 mg), the reaction mixture was then warmed to 50 C and stirred for 6 hours. Upon evaporation of the solvent in vacuo the residue was purified by flash column chromatography (Si02; hexane/EtOAc 3: 1) to afford title compound (S)-4- {2-[4-(isoquinoline-5-sulfonylamino)-phenyl]-ethyl} -2,2-dimethyl-oxazolidine- 3-carboxylic acid tert-butyl ester (155 mg) as a white solid. MS (ISP): 512.3 ([M+H]+). b) Isoquino line-5 -sulfonic acid [4-((S)-3 -amino-4-hydroxy-butyl)-phenyl] -amide

84468-15-5, The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; POLARA, Alessandra; WO2011/57973; (2011); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

b) 3-(5-Isoquinolinylsulfonyloxy)-5-methylphenol Orcinol monohydrate (1.42 g, 10.0 mmol) and 5-isoquinolinesulfonyl chloride (2.64 g, 10.0 mmol), as prepared in the preceding step, were mixed in saturated aqueous NaHCO3 (30 mL) and diethyl ether (30 mL). The biphasic mixture was stirred vigorously at ambient temperature overnight. The reaction mixture was diluted with water (50 mL) and extracted into ethyl acetate (3 x 50 mL). The organic phase was washed with brine (2 x 50 mL) and dried over Na2SO4. After removing the solvent in vacuo, the residue was triturated from ether / hexane to give the title compound as a pale yellow solid (1.15 g, 37%). 1H-NMR (300 MHz, CDCl3) delta 9.67 (s, 1H), 9.60 (s, 1 H), 8.86 (d, J = 6.1 Hz, 1H), 8.63 (d, J = 8.2 Hz, 1H); 8.37 (t, J = 6.1 Hz, 2H), 7.86 (t, J = 7.8 Hz, 1H), 6.46 (s, 1H), 6.23 (s, 1H), 5.97 (s, 1H), 2.08 (s, 3H)., 84468-15-5

84468-15-5 Isoquinoline-5-sulfonyl chloride 3371655, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; Ortho-McNeil Pharmaceutical, Inc.; EP906091; (2006); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

REFERENTIAL EXAMPLE 1 In 200 ml of chloroform was dissolved 12.0 g of 1,2-diaminoethane, and to the solution was added dropwise 100 ml of a chloroform solution containing 4.55 g of 5-isoquinolinesulfonyl chloride under cooling with ice. After the dropwise addition of the chloroform solution, the mixed solution was stirred at a temperature of 20 C. to 25 C. for two hours, and then the reaction solution was extracted with a 10% aqueous hydrochloric acid solution. The pH of the aqueous layer was adjusted to 10 with a 10% aqueous sodium hydroxide solution, and the aqueous layer was extracted with chloroform. The chloroform layer extracted was washed with water and dried with anhydrous potassium carbonate. Then the chloroform was distilled from the chloroform layer, and the residue obtained was subjected to a column chromatography [silica gel: 200 g; developing solvent: 2% methanol/chloroform (volume ratio)] to give 3.3 g of N-(2-aminoethyl)-5-isoquinolinesulfonamide as an oily substance in a yield of 66%. The same procedures as described above were repeated using the compounds of Formula (V) as set forth in Table 1 under the reaction conditions as set forth in Table 1, and N-(omega-aminoalkyl)-5-isoquinolinesulfonamide as set forth in Table 1 were obtained.

84468-15-5, As the paragraph descriping shows that 84468-15-5 is playing an increasingly important role.

Reference£º
Patent; Asahi Kasei Kogyo Kabushiki Kaisha; Hidaka; Hiroyoshi; US4634770; (1987); 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.84468-15-5,Isoquinoline-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.

To a solution of compound 33b, 4-Methyl-2-(5-piperidin-3-yl-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester (48.0 mg, 0.106mmol) in anhydrous dichloromethane (4 ml) was added isoquinoline -5-sulfonyl chloride (42.1 mg, 0.16 mmol) and DIEA (37.0 mul, 0.21 mmol). The reaction stirred at room temperature over 72 hours, was diluted with dichloromethane and washed with sat. NaHCO3, and brine, dried and filtered. Purification by silica gel chromatography (Isco) gave the desired product, (60.0 mg, 88%). Calcd for C35H37F3N2O4S (M+H) 638.74, Found 639.3.

84468-15-5, The synthetic route of 84468-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HO, Chih Yung; US2009/105275; (2009); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem