반응 #1509576

반응 방정식

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

용매

DMF

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered
2. 2
   기타the filtrate partitioned between water and EtOAc
3. 3
   기타The organic layer was separated
4. 4
   기타dried
5. 5
   농축concentrated in vacuum
6. 6
   기타the residue purified by flash chromatography (DCM:MeOH 100:0 to 95:5 gradient)

실험 절차

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).

출처