تفاعل #84067

معادلة التفاعل

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

TMSN3

→

Compound 11

المردود 13.5%

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

المردود 13.5%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was heated
2. 2
   درجة الحرارةto reflux overnight
3. 3
   أخرىThe volatiles were removed under reduced pressure
4. 4
   أخرىThe residue was purified by prep-HPLC

الإجراء التجريبي

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]+.

المصدر