反応 #40412

反応方程式

N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(2-cyanophenyl)phenyl]carboxamide

sodium borohydride

→

{4-[2-(aminomethyl)phenyl]phenyl)-N-(2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}carboxamide

収率 43.1%

溶媒

DMF

反応条件

後処理

1. 1
   その他The reaction was quenched with ice cubes
2. 2
   workup.ADDITIONdiluted with DCM (100 mL)
3. 3
   ろ過filtered through celite
4. 4
   洗浄The filtrate was washed with saturated aqueous NaHCO3
5. 5
   乾燥The organic layer was dried over MgSO4
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   洗浄HPLC (C18 reversed phase) eluting with 0.1% TFA in H2O/CH3CN

実験手順

A mixture of N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}[4-(2-cyanophenyl)phenyl]carboxamide (200 mg, 0.442 mmol, 1.0 equiv.), cobalt chloride (86 mg, 0.664 mmol, 1.5 equiv.) and sodium borohydride (50 mg, 1.33 mmol, 3.0 equiv.) in DMF (15 mL) was stirred at 0° C. to rt for 3 days. The reaction was quenched with ice cubes, diluted with DCM (100 mL) and filtered through celite. The filtrate was washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4, filtered, evaporated and HPLC (C18 reversed phase) eluting with 0.1% TFA in H2O/CH3CN gave {4-[2-(aminomethyl)phenyl]phenyl)-N-(2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}carboxamide (87 mg, 43%). MS found for C26H21ClN4O2 (M+H)+: 457.

出典