HRID533107

反应详情

EQUATION

反应方程式

HRID 533107 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
125 °C

PROCEDURE

实验过程

Ethyl 3-bromoisonicotinate (1.15 g, 5.0 mmol), 2-amino-4-(methoxycarbonyl)phenylboronic acid (1.04 g, 4.5 mmol), sodium acetate (1.64 g, 20 mmol), 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride (complexed with dichloromethane), (182 mg, 0.25 mmol) and dimethylformamide (7.5 mL) were combined in a flask. The flask was evacuated and filled with nitrogen twice and heated to 125° C. with stirring for 12 hours or until LCMS indicated the absence of any starting material. The mixture was cooled to room temperature and water (100 mL) was added to form a brown precipitate. The precipitate was filtered to yield 637 mg of methyl 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-8-carboxylate. LCMS (ESI) 255.4 (M+1)+.

WORKUP

后处理

  1. customThe flask was evacuated
  2. additionfilled with nitrogen twice
  3. temperatureThe mixture was cooled to room temperature
  4. additionwater (100 mL) was added
  5. customto form a brown precipitate
  6. filtrationThe precipitate was filtered