反应 #1509576

反应方程式

1-[1-(4-Chloro-3-methyl-benzyl)-piperidin-4-yl]-5-oxo-pyrrolidine-2-carboxylic acid

DIPEA

DIPEA

HATU

3-Bromo-5-(1-methyl-1H-tetrazol-5-yl)-phenylamine

→

title compound

1-[1-(4-Chloro-3-methyl-benzyl)-piperidin-4-yl]-5-oxo-pyrrolidine-2-carboxylic acid [3-bromo-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-amide

溶剂

DMF

反应条件

后处理

1. 1
   过滤The reaction mixture was filtered
2. 2
   其他the filtrate partitioned between water and EtOAc
3. 3
   其他The organic layer was separated
4. 4
   其他dried
5. 5
   浓缩concentrated in vacuum
6. 6
   其他the residue purified by flash chromatography (DCM:MeOH 100:0 to 95:5 gradient)

实验过程

To a solution of 1-[1-(4-Chloro-3-methyl-benzyl)-piperidin-4-yl]-5-oxo-pyrrolidine-2-carboxylic acid as DIPEA salt (2.6 g) in DMF (100 ml) was added DIPEA (2.1 g), and HATU (4 g). 3-Bromo-5-(1-methyl-1H-tetrazol-5-yl)-phenylamine (1.4 g) was added and the reaction stirred overnight at rt. The reaction mixture was filtered and the filtrate partitioned between water and EtOAc. The organic layer was separated, dried and concentrated in vacuum and the residue purified by flash chromatography (DCM:MeOH 100:0 to 95:5 gradient) to give the title compound (400 mg). Rf=0.19 (95:5 DCM:MeOH).

来源