تفاعل #1509576

معادلة التفاعل

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

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe reaction mixture was filtered
2. 2
   أخرىthe filtrate partitioned between water and EtOAc
3. 3
   أخرىThe organic layer was separated
4. 4
   أخرىdried
5. 5
   تركيزconcentrated in vacuum
6. 6
   أخرىthe residue purified by flash chromatography (DCM:MeOH 100:0 to 95:5 gradient)

الإجراء التجريبي

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).

المصدر