Category: 190777-77-6

190777-77-6, 5-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of bromomethyl derivative 9 or 12 and 18-crown-6 (1-2 mol%) in dry toluene (10 mL) was added K2CO3 (1.1 equiv) and KI (0.1 equiv) with stirring at r.t. for 10 min. The solution of isoquinolin-1(2H)-one 8a or 8b (1.2 equiv) in dry toluene (10 mL) was added slowly to the mixture. The mixture was then heated at reflux under argon for 24 h. After cooling, the mixture was filtered through a columnof Celite 545. The filtrate was concentrated under reduced pressure and the crude product was purified by flash column chromatography (silica gel, cyclohexane-EtOAc) to provide the expected products in good yields. 5-Bromo-2-[(2-chloroquinolin-3-yl)methyl]isoquinolin-1(2H)-one (13b). Following the general procedure using 8b (100 mg, 0.44 mmol), 18-crown-6 (2 mol%), K2CO3 (69 mg, 0.48 mmol), KI (7 mg, 0.44 mmol), and 3-(bromomethyl)-2-chloroquinoline (12, 343.5 mg, 0.53 mmol). The resulting crude mixture was purified by flash chromatography (cyclohexane-EtOAc, 9:1 to 1:1) to give a pale yellow solid; yield: 130 mg (74%); mp 209 C; Rf = 0.58 (cyclohexane-EtOAc, 3:2). 1H NMR (300 MHz, CDCl3, 25 C): delta = 5.41 (s, 2 H, CH2N), 6.88 (d, J =7.50 Hz, 1 H, CH), 7.33 (d, J = 6.90 Hz, 2 H, 2 CHarom), 7.51 (dd, J = 7.20, 7.50 Hz, 1 H, CHarom), 7.70 (d, J = 6.0 Hz, 2 H, 2 CHarom), 7.86 (s, 1 H, CHarom), 7.90 (d, J = 7.50 Hz, 1 H, CH), 8.01 (d, J = 9.0 Hz, 1 H, CHarom), 8.39 (d, J = 6.90 Hz, 1 H, CHarom). 13C NMR (75 MHz, CDCl3, 25 C): delta = 50.1 (CH2N), 105.5 (CHarom), 120.8 (Cq), 127.1 (Cq), 127.2 (Cq), 127.4 (CHarom), 127.5 (CHarom), 127.7 (CHarom), 128.2 (CHarom), 130.8 (CHarom), 132.9 (CHarom), 136.4 (CHarom), 137.2 (CHarom), 138.2 (CHarom), 142.2 (Cq), 147.1 (Cq), 147.8 (Cq), 149.4 (Cq), 161.6 (C=O). HRMS (ESI+): m/z found for C19H12BrClN2O (calcd): 398.9896 ([MH+], 398.9901), 400.0054 ([MH +1]+, 399.9901), 400.9880 ([MH + 2]+, 400.9901), 402.0011 ([MH + 3]+, 401.9901), 422.9704 ([M + 2 + Na]+, 422.9719)., 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; El Blidi, Lahssen; Namoune, Aurelie; Bridoux, Alexandre; Nimbarte, Vijaykumar D.; Lawson, Ata Martin; Comesse, Sebastien; Daich, Adam; Synthesis; vol. 47; 22; (2015); p. 3583 – 3592;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.190777-77-6,5-Bromoisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

-1. 5-Bromo-2-methyl-2H-isoquinolin-l-one. [00116] To a mixture of 5-bromo-2H-isoquinolin-l-one (Preparation 4-1, 615 mg, 2.75 mmol) and cesium carbonate (1.79 g, 5.50 mmol) in NN-dimethylformamide (4.5 mL) and acetonitrile (1 1 mL) was added methyl iodid, 190777-77-6

The synthetic route of 190777-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OBSCHESTVO S OGRANICHENNOY OTVETSTVENNOST’YU “PANACELA LABS”; GUROVA, Katerina; RYDKINA, Elena; WADE, Varren; WO2015/20553; (2015); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

190777-77-6, 5-Bromoisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0461] To 5-bromoisoquinolin- 1 (2H)-one (40 mg, 0.18 mmol) in dioxane (1 mL) was added bis(pinacolato)diboron (63 mg, 0.25 mmol), and PdC12[P(Ph)3]2 (6 mg, 0.01 mmol). The reaction mixture sealed and heated to 100 C for lh. The reaction was cooled to room temperature and telescoped to the next reaction. MS (m/z) 272.3 [M+H]., 190777-77-6

As the paragraph descriping shows that 190777-77-6 is playing an increasingly important role.

Reference£º
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; CHOU, Chien-hung; GRAUPE, Michael; HU, Yunfeng, Eric; LINK, John, O.; LIU, Qi; LU, Yafan; SAITO, Roland, D.; SCHROEDER, Scott, D.; SOMOZA, John, R.; TSE, Winston, C.; ZHANG, Jennifer, R.; WO2014/134566; (2014); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem