4-Chloro-2-methylbenzoic acid → cis-4-Chloro-2-methyl-N-(2-pyrrolidin-1-yl-cyclopentyl)-benzamide

HRID 659272Notes

Reaction equation

HRID 659272 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.[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[C:15]([CH3:22])[CH:14]=1>>[Cl:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:11][C@@H:7]2[CH2:8][CH2:9][CH2:10][C@@H:6]2[N:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[O:18])=[C:15]([CH3:22])[CH:14]=1

Participants

3

Reactant 2

HCID 3482694-Chloro-2-methylbenzoic acidHCID 30820884cis-2-Pyrrolidin-1-yl-cyclopentylamine2×

Product 1

HCID 66681577cis-4-Chloro-2-methyl-N-(2-pyrrolidin-1-yl-cyclopentyl)-benzamide

Procedure

The title compound, light brown viscous oil, MS: m/e=307.2 [(M+H)+], was prepared in accordance with the general method of example 5 from cis-2-pyrrolidin-1-yl-cyclopentylamine (intermediate Q) and 4-chloro-2-methylbenzoic acid.

Sources & evidence

ORD record
ord-16b601127ff94e23a85d8a2d872b3cd9
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Reaction notes

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