Analyzing the synthesis route of 223671-15-6

As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

223671-15-6, 7-Bromoisoquinolin-1-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 63 1,4-Dichloro-7-isoquinolinecarbonyl chloride A solution of N-chlorosuccinimide (4.13 g, 31 mmol) in MeCN (50 mL) was added dropwise to a stirred solution of 7-bromo-1-(2H)-isoquinolone (6.6 g, 29.5 mmol) in MeCN (150 mL) which was heating under reflux. The mixture was heated under reflux for an additional 3 h and then cooled to room temperature. The resulting precipitate was collected by filtration, with MeCN rinsing, and then dried in vacuo to give 7-bromo-4-chloro-1(2H)-isoquinolone (6.72 g, 26.0 mmol) as a white solid. mp 241-243 C. 1H (DMSO-d6, 300 MHz) delta 7.5 (1H, s), 7.73 (1H, d), 7.8 (1H, dd), 8.3 (1H, s) ppm. LRMS 259 (MH+), 517 (M2H+). Anal. Found: C, 41.69; H, 1.90; N, 5.37. Calc for C9H5BrClNO: C, 41.80; H, 1.95; N, 5.42., 223671-15-6

As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

Reference:
Patent; PFIZER INC.; Pfizer Limited; EP1077945; (2003); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 223671-15-6

223671-15-6, The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

223671-15-6, 7-Bromoisoquinolin-1-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 9 7-Bromo-1-Chloroisoquinoline To phosphorus oxychloride (46.6 mL, 0.5 mol) at room temperature was added, portionwise, [7-BROMO-1-HYDROXYISOQUINOLINE] (11.2 g, 0.05 mol). The mixture was heated to [100 C] for 90 min with rapid stirring. On cooling to room temperature, the mixture was poured, cautiously onto ice/water (200 mL). Dropwise addition of aqueous ammonia raised the pH=8 and the resulting precipitate was collected by filtration, washing with cold water. The solid was dried under reduced vacuum at [45 C] for 12 h. 13.86 g (115 %) Beige solid [ISOLATED.’H] NMR (DMSO-d6) 8 8.4 (s, 1 H), 8.34-8. 38 (d, J = 6 Hz, 1 H), 8.03-8. 07 (m, 2 H), 7.91-7. 96 (d, J = 6 Hz, 1 H); HPLC : 96%; LCMS: 242,244, 246.

223671-15-6, The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOVITRUM AB; WO2004/828; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Preparation 63 1,4-Dichloro-7-isoquinolinecarbonyl chloride A solution of N-chlorosuccinimide (4.13 g, 31 mmol) in MeCN (50 mL) was added dropwise to a stirred solution of 7-bromo-1-(2H)-isoquinolone (6.6 g, 29.5 mmol) in MeCN (150 mL) which was heating under reflux. The mixture was heated under reflux for an additional 3 h and then cooled to room temperature. The resulting precipitate was collected by filtration, with MeCN rinsing, and then dried in vacuo to give 7-bromo-4-chloro-1(2H)-isoquinolone (6.72 g, 26.0 mmol) as a white solid. mp 241-243 C. 1H (DMSO-d6, 300 MHz) delta7.5 (1H, s), 7.73 (1H, d), 7.8 (1H, dd), 8.3 (1H, s) ppm. LRMS 259 (MH+), 517 (M2H+). Anal. Found: C, 41.69; H, 1.90; N, 5.37. Calc for C9H5BrClNO:C, 41.80; H, 1.95; N, 5.42., 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; Pfizer Inc.; US2003/199440; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 223671-15-6

The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

223671-15-6, 7-Bromoisoquinolin-1-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 7-bromo-1-hydroxyisoquinoline (2. 00g, 8. [93MMOL)] in MeOH (50mL) was treated with triethylamine (2.6mL, 18.7mmol), and [1,] [1′-] Bis (diphenylphosphino) ferrocene (0.15g, 0. [27MMOL)] in a sealed reactor and heated to [100XB0;C] for 20 hours. The mixture was cooled to room temperature, the tan slurry filtered, the solid washed with MeOH, then ethyl acetate, and dried. This afforded 1.55g of the product as a gray solid (85.4% yield). [H-NMR] [(DMSO-D6)] ; 11.48 (s, [1H),] 8.72 (s, 1H), 8.14-8. 12 (d, 1H), 7.74-7. 72 (d, 1H), 7.31-7. 28 (t, [1H),] 3.86 (s, [3H)] MS: [M+ +1= 204.] 1 Da, 223671-15-6

The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14379; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Brief introduction of 223671-15-6

223671-15-6, As the paragraph descriping shows that 223671-15-6 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.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

A suspension [OF 7-BROMO-1-HYDROXYISOQUINOLINE] (7.02g, 28. [2MMOL)] in dimethylformamide [(75ML)] was treated with 4-bromomethylbenzoic acid tert- butyl ester (12.5g, 36.7mmol) and cesium carbonate [(11.] 94g, 36.7mmol), then stirred overnight at room temperature. The dimethylformamide was evaporated in vacuo, the residue diluted with ethyl acetate, washed with IN HC1, the organic portion washed with brine, dried over [MGS04] and evaporated to dryness. The residue was triturated with hot hexanes/ethyl acetate, cooled to room temperature, and the solid collected by filtration and dried to give 8.77g of the product as white crystals (75.7% yield). [1H-NMR] [(CDC13)] ; d 8.58 (d, 1H), 7.95-7. 93 (d, 2H), 7.73-7. 71 (dd, 1H), 7.39- 7.32 (m, [3H),] 7.07-7. 05 (d, [1H),] 6.46-6. 44 (d, 1H), 5.24 (s, [2H),] 1.57 (s, 9H). MS: [M+ +1] = 414.0/416. 0 Da

223671-15-6, As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14379; (2004); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Example 5; Synthesis of (109); Step A; Synthesis of (110); [0186] A mixture of 7-bromo-1-hydroxyisoquinoline (1 g, 4.47 mmol) and phosphorus oxychloride (20 mL) was heated at reflux for 20 min, cooled to room temperature, and concentrated in vacuo. The residue was treated with ice (100 g) and adjusted to pH 7 with 0.5M aqueous NaOH. The resulting mixture was extracted with EtOAc. The combined organic phases were washed with brine, dried over MgS04, and concentrated. The residue was crystallized from EtOAc/hexane to provide 110 (865 mg, 80%) as an off-white powder., 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; AMPHORA DISCOVERY CORPORATION; WO2005/120509; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Analyzing the synthesis route of 223671-15-6

As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

223671-15-6, 7-Bromoisoquinolin-1-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 63 1,4-Dichloro-7-isoquinolinecarbonyl chloride A solution of N-chlorosuccinimide (4.13 g, 31 mmol) in MeCN (50 mL) was added dropwise to a stirred solution of 7-bromo-1-(2H)-isoquinolone (6.6 g, 29.5 mmol) in MeCN (150 mL) which was heating under reflux. The mixture was heated under reflux for an additional 3 h and then cooled to room temperature. The resulting precipitate was collected by filtration, with MeCN rinsing, and then dried in vacuo to give 7-bromo-4-chloro-1(2H)-isoquinolone (6.72 g, 26.0 mmol) as a white solid. mp 241-243 C. 1H (DMSO-d6, 300 MHz) delta 7.5 (1H, s), 7.73 (1H, d), 7.8 (1H, dd), 8.3 (1H, s) ppm. LRMS 259 (MH+), 517 (M2H+). Anal. Found: C, 41.69; H, 1.90; N, 5.37. Calc for C9H5BrClNO: C, 41.80; H, 1.95; N, 5.42., 223671-15-6

As the paragraph descriping shows that 223671-15-6 is playing an increasingly important role.

Reference:
Patent; PFIZER INC.; Pfizer Limited; EP1077945; (2003); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 223671-15-6

223671-15-6, The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

223671-15-6, 7-Bromoisoquinolin-1-ol is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 9 7-Bromo-1-Chloroisoquinoline To phosphorus oxychloride (46.6 mL, 0.5 mol) at room temperature was added, portionwise, [7-BROMO-1-HYDROXYISOQUINOLINE] (11.2 g, 0.05 mol). The mixture was heated to [100 C] for 90 min with rapid stirring. On cooling to room temperature, the mixture was poured, cautiously onto ice/water (200 mL). Dropwise addition of aqueous ammonia raised the pH=8 and the resulting precipitate was collected by filtration, washing with cold water. The solid was dried under reduced vacuum at [45 C] for 12 h. 13.86 g (115 %) Beige solid [ISOLATED.’H] NMR (DMSO-d6) 8 8.4 (s, 1 H), 8.34-8. 38 (d, J = 6 Hz, 1 H), 8.03-8. 07 (m, 2 H), 7.91-7. 96 (d, J = 6 Hz, 1 H); HPLC : 96%; LCMS: 242,244, 246.

223671-15-6, The synthetic route of 223671-15-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOVITRUM AB; WO2004/828; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Preparation 63 1,4-Dichloro-7-isoquinolinecarbonyl chloride A solution of N-chlorosuccinimide (4.13 g, 31 mmol) in MeCN (50 mL) was added dropwise to a stirred solution of 7-bromo-1-(2H)-isoquinolone (6.6 g, 29.5 mmol) in MeCN (150 mL) which was heating under reflux. The mixture was heated under reflux for an additional 3 h and then cooled to room temperature. The resulting precipitate was collected by filtration, with MeCN rinsing, and then dried in vacuo to give 7-bromo-4-chloro-1(2H)-isoquinolone (6.72 g, 26.0 mmol) as a white solid. mp 241-243 C. 1H (DMSO-d6, 300 MHz) delta7.5 (1H, s), 7.73 (1H, d), 7.8 (1H, dd), 8.3 (1H, s) ppm. LRMS 259 (MH+), 517 (M2H+). Anal. Found: C, 41.69; H, 1.90; N, 5.37. Calc for C9H5BrClNO:C, 41.80; H, 1.95; N, 5.42., 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; Pfizer Inc.; US2003/199440; (2003); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Downstream synthetic route of 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.223671-15-6,7-Bromoisoquinolin-1-ol,as a common compound, the synthetic route is as follows.

Example 5; Synthesis of (109); Step A; Synthesis of (110); [0186] A mixture of 7-bromo-1-hydroxyisoquinoline (1 g, 4.47 mmol) and phosphorus oxychloride (20 mL) was heated at reflux for 20 min, cooled to room temperature, and concentrated in vacuo. The residue was treated with ice (100 g) and adjusted to pH 7 with 0.5M aqueous NaOH. The resulting mixture was extracted with EtOAc. The combined organic phases were washed with brine, dried over MgS04, and concentrated. The residue was crystallized from EtOAc/hexane to provide 110 (865 mg, 80%) as an off-white powder., 223671-15-6

223671-15-6 7-Bromoisoquinolin-1-ol 11276133, aisoquinoline compound, is more and more widely used in various fields.

Reference:
Patent; AMPHORA DISCOVERY CORPORATION; WO2005/120509; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem