Analyzing the synthesis route of 66728-98-1

The synthetic route of 66728-98-1 has been constantly updated, and we look forward to future research findings.

66728-98-1, 4-Bromo-1-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

66728-98-1, 18b) 4-BENZVLOXY-6- (1-CHLORO-ISOQUINOLIN-4-VL)-QUINAZOLINE A solution OF 4-BROMO-1-CHLORO-ISOQUINOLINE (802 mg, 3.31 MMOL} in THF (20 mL) is cooled TO-72C. A solution of n-BuLi (2.5 M in hexanes) (1.6 mL, 3.97 MMOL) is added dropwise and the reaction temperature maintained at-70C for 30 min. ZnBr2 (900 mg, 4.2 MMOL) is dissolved in THF (6 mL) and is transferred to above mixture slowly at-70 C. The solution is stirred 40 min AT-70 C, then warmed to room temperature. Pd (PPH3) 4 (400 mg, 0.36 MMOL) in THF (6 mL) and 4-benzyloxy-6-iodo-quinazoline (1.2 g, 3.31 MMOL) in THF (4 mL) are added to the reaction mixture dropwise. The solution is heated to 60 C for 30 min, then kept at rt overnight. The reaction mixture is diluted with ethyl acetate, washed with sat. NH4CI, then brine, and dried over sodium sulfate. The solution is concentrated until white solid precipitates from solution. The solid is collected by filtration, washed with ether and dried under vacuum. 600 mg OF 4-BENZYLOXY-6- (1-CHLORO-ISOQUINOLIN-4-YL)-QUINAZOLINE is obtained. Yield was 46%. MS/ESI+, M+1 = 397.96

The synthetic route of 66728-98-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

 

Some tips on 66728-98-1

66728-98-1 4-Bromo-1-chloroisoquinoline 459766, aisoquinoline compound, is more and more widely used in various.

66728-98-1, 4-Bromo-1-chloroisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4a) 1-Chloro-[4,7′]biisoquinolinyl A solution of 4-BROMO-1-CHLOROISOQUINOLINE (see Example 2d) (5.0 g, 20.7 MMOL) in 150 mL THF is cooled TO-78C. A solution of n-BuLi (1.6 M in hexanes) (15 mL, 24 MMOL) is added dropwise and the reaction temperature is maintained AT-78C–68C. The reaction mixture is kept stirring AT-78C for 30 minutes. ZNBR2 (dried under vacuum at 80C) (6.5 g, 24.9 MMOL) is dissolved in 50 mL THF and is transferred to above mixture slowly AT-78C. The solution is stirred 40 minutes AT-78C, then warmed to room temperature by removing the cooling bath. Pd (PPh3) 4 (2.4 g, 2.1 mmol is added followed by TRIFLUOROMETHANESULFONIC acid ISOQUINOLIN-7-YL ESTER- (5.7 G, 20. 7 MMOL) in 50 mL THF. The reaction mixture is heated to 60C for 30 minutes and is then concentrated. The resulting oil is dissolved in dichloromethane and washed with saturated NAHCO3. ORGANIC phase is separated, dried (MgS04) and concentrated to give a yellow solid. The solid is collected by filtration, washed with ether then hexane and dried under vacuum. 5.68 G (94%) yellow solid is obtained. m. p. 169.0-169. 6C. H NMR (400 MHz, DMSO-d6) d 9.44 (s, 1 H) ; 8.61 (d, 1 H, J=5.6 Hz); 8.45-8. 43 (m, 1H) ; 8.40 (s, 1H) ; 8.34 (s, 1H) ; 8.18 (d, 1H, J=8.1 Hz); 7.97-7. 90 (m, 5H) ppm. API-MS, m/z 291. 14 ([M+H]+, calcd. 291.06).

66728-98-1 4-Bromo-1-chloroisoquinoline 459766, aisoquinoline compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem