Cyclopentylacetic acid → [4-(2-cyclopentylmethyl-3-methyl-3H-benzoimidazole-5-carbonyl)-2,2-dimethyl-piperazin-1-yl]-(1-phenyl-1H-[1,2,4]-triazol-3-yl)-methanone

HRID 334089Notes

Reaction equation

HRID 334089 reaction equation
[NH2:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([C:16]3[N:20]=[CH:19][N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[N:17]=3)=[O:15])[C:10]([CH3:28])([CH3:27])[CH2:9]2)=[O:7])=[CH:4][C:3]=1[NH:31][CH3:32].[CH:33]1([CH2:38][C:39](O)=O)[CH2:37][CH2:36][CH2:35][CH2:34]1>CN(C=O)C>[CH:33]1([CH2:38][C:39]2[N:31]([CH3:32])[C:3]3[CH:4]=[C:5]([C:6]([N:8]4[CH2:13][CH2:12][N:11]([C:14]([C:16]5[N:20]=[CH:19][N:18]([C:21]6[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=6)[N:17]=5)=[O:15])[C:10]([CH3:27])([CH3:28])[CH2:9]4)=[O:7])[CH:29]=[CH:30][C:2]=3[N:1]=2)[CH2:34][CH2:35][CH2:36][CH2:37]1

Participants

4

Reactant 2

HCID 71606Cyclopentylacetic acidHCID 86688295[4-(4-Amino-3-methylamino-benzoyl)-2,2-dimethyl-piperazin-1-yl]-(1-phenyl-1H-[1,2,4]-triazol-3-yl)-methanone

Product 1

HCID 71603308[4-(2-cyclopentylmethyl-3-methyl-3H-benzoimidazole-5-carbonyl)-2,2-dimethyl-piperazin-1-yl]-(1-phenyl-1H-[1,2,4]-triazol-3-yl)-methanone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 123 mg (0.284 mmol) [4-(4-amino-3-methylamino-benzoyl)-2,2-dimethyl-piperazin-1-yl]-(1-phenyl-1H-[1,2,4]-triazol-3-yl)-methanone and 500 μL (3.99 mmol) cyclopentylacetic acid was stirred at 200° C. for 30 min. The reaction mixture was diluted with DMF and purified by HPLC.

Workup

  1. custompurified by HPLC

Sources & evidence

ORD record
ord-bdb7e99dc639425babab58092907e107
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

Loading…