反应 #84067

反应方程式

4-(4-chloro-6-hydroxyquinolin-2-yl)benzonitrile

TMSN3

→

Compound 11

收率 13.5%

2-(4-(2H-tetrazol-5-yl)phenyl)-4-chloroquinolin-6-ol

收率 13.5%

溶剂

toluene

反应条件

后处理

1. 1
   温度The mixture was heated
2. 2
   温度to reflux overnight
3. 3
   其他The volatiles were removed under reduced pressure
4. 4
   其他The residue was purified by prep-HPLC

实验过程

Followed Scheme 4, route A. To a solution of 4-(4-chloro-6-hydroxyquinolin-2-yl)benzonitrile (65 mg, 0.23 mmol) in toluene (2 mL), was added TMSN3 (455 mg, 4.18 mmol) and Bu2SnO (15 mg, 0.069 mmol) at room temperature. The mixture was heated to reflux overnight. The volatiles were removed under reduced pressure. The residue was purified by prep-HPLC to afford Compound 11 (10 mg, 13.5%). 1H NMR (MeOD-d4, 500 MHz): δ 8.34 (d, J=8.5 Hz, 2H), 8.21 (s, 1H), 8.19 (s, 2H), 8.07 (d, J=9.0 Hz, 1H), 7.51 (d, J=2.5 Hz, 1H), 7.47 (dd, J=2.5 Hz, J=9.5 Hz, 1H). MS (ESI): m/z 324.0 [M+1]+.

来源