cis-2-Pyrrolidin-1-yl-cyclopentylamine → 5-Trifluoromethyl-biphenyl-2-carboxylic acid ((1SR,2RS)-2-pyrrolidin-1-yl-cyclopentyl)-amide

HRID 1951001Notes

Reaction equation

HRID 1951001 reaction equation
[N:1]1([C@H:6]2[CH2:10][CH2:9][CH2:8][C@H:7]2[NH2:11])[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:12][C:13]([F:30])([F:29])[C:14]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]([C:26](O)=[O:27])=[CH:16][CH:15]=1>>[N:1]1([CH:6]2[CH2:10][CH2:9][CH2:8][CH:7]2[NH:11][C:26]([C:17]2[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:19][C:14]([C:13]([F:29])([F:30])[F:12])=[CH:15][CH:16]=2)=[O:27])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 30820884cis-2-Pyrrolidin-1-yl-cyclopentylamine2×HCID 463151975-(Trifluoromethyl)biphenyl-2-carboxylic acid

Product 1

HCID 666819025-Trifluoromethyl-biphenyl-2-carboxylic acid ((1SR,2RS)-2-pyrrolidin-1-yl-cyclopentyl)-amide

Procedure

The title compound, off-white oil, MS: m/e=403.3 [(M+H)+], was prepared in accordance with the general method of example 5 from cis-2-pyrrolidin-1-yl-cyclopentylamine (intermediate Q) and 5-trifluoromethyl-biphenyl-2-carboxylic acid (intermediate AI).

Sources & evidence

ORD record
ord-7a50336e3b0142f680b8a58e19c3121c
Source dataset
uspto-grants-2013_03
Patent number
US08404673B2

Reaction notes

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