反应 #69022

反应方程式

4-(2-chloropyrimidin-4-yl)-N,N-dimethylaniline

4-(4-methyl-4H-1,2,4-triazol-3-yl)aniline

Davephos

→

4-(4-(dimethylamino)phenyl)-N-(4-(4-methyl-4H-1,2,4-triazol-3-yl)phenyl)pyrimidin-2-amine

溶剂

DME

反应条件

后处理

1. 1
   其他was placed in a sealed tube
2. 2
   温度The reaction mixture was cooled
3. 3
   过滤filtered through a pad of Celite
4. 4
   洗涤washed with ethyl acetate
5. 5
   浓缩concentrated in vacuo
6. 6
   其他The crude residue was purified by chromatography on silica gel (ethyl acetate/hexanes)

实验过程

A mixture of 4-(2-chloropyrimidin-4-yl)-N,N-dimethylaniline (50 mg, 0.2 mmol) [obtained from 4-(dimethylamino)phenylboronic acid and 2,4-dicholorpyrimidine by following procedure B], 4-(4-methyl-4H-1,2,4-triazol-3-yl)aniline (45 mg, 0.25 mmol), Davephos (3 mg, 0.006 mmol), Pd2(dba)3 (2 mg, 0.002 mmol), NaO′Bu (30 mg, 0.28 mmol) and DME (1.0 mL) was placed in a sealed tube and heated to 140° C. in a microwave for 30 min. The reaction mixture was cooled, filtered through a pad of Celite, washed with ethyl acetate and concentrated in vacuo. The crude residue was purified by chromatography on silica gel (ethyl acetate/hexanes) to afford 4-(4-(dimethylamino)phenyl)-N-(4-(4-methyl-4H-1,2,4-triazol-3-yl)phenyl)pyrimidin-2-amine. 1H NMR (DMSO-d6, 400 MHz) δ 10.00 (s, 1H), 9.06 (s, 1H), 8.47 (d, 1H), 8.12-8.08 (m, 4H), 8.78 (d, 2H), 7.38 (d, 1H), 6.84 (d, 2H), 3.88 (s, 3H), 3.03 (s, 6H). MS (ESI) 372 (M+H).

来源