1-(Tributylstannyl)methanol → HCID 86711356、化合物

関与物質

反応条件

反応手順

9-(hydroxymethyl)-2-(3-methoxyphenyl)-7,8-dihydro-[1,4]diazepino[7,1-a]isoquinolin-5(4H)-one. 43-1. A mixture of -bromo-2-(3-methoxyphenyl)-7,8-dihydro-[1,4]diazepino[7,1-a]isoquinolin-5(4H)-one (Example 20) (1.50 g, 3.78 mmol), (tributylstannyl)methanol (1.52 g, 4.72 mmol) and Pd(PPh3)4 (436 mg, 0.38 mmol) in dioxane (15 mL) was heated to 120° C. for 1 h in a microwave reactor. The reaction was then filtered and the filtrate concentrated in vacuo. The residue obtained was purified by flash chromatography (SiO2, DCM to DCM/MeOH 95:5) to give a beige solid, which was then triturated in Et2O. The suspension was filtered and the filter cake was dried in vacuo to give the title compound (652 mg) as a beige solid. UPLC-MS: MS 349.4 (M+H+); UPLC rt 0.83 min. 1H NMR (400 MHz, CHLOROFORM-d): δ ppm 2.06 (br s, 1 H); 3.01 (t, J=6.06 Hz, 2 H); 3.85 (s, 3 H); 3.92 (t, J=6.26 Hz, 2 H); 4.49 (br. s., 2 H); 4.76 (s, 2 H); 6.96 (s, 1 H); 7.00 (dd, J=8.02, 2.54 Hz, 1 H); 7.27-7.41 (m, 3 H); 7.41-7.52 (m, 2 H); 7.66 (d, J=7.82 Hz, 1 H).

情報源と証拠