2-Chloro-5-(trifluoromethyl)pyrimidine → 2-Chloro-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl]benzamide

HRID 1750637Notes

Reaction equation

HRID 1750637 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][CH:24]=[CH:23][C:3]=1[C:4]([NH:6][C@H:7]1[CH2:11][CH2:10][CH2:9][C@@H:8]1[NH:12][C:13]1C=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][N:14]=1)=[O:5].Cl.[NH2:28][C@H]1CCC[C@@H]1NC(=O)C1C=CC=CC=1Cl.ClC1N=CC(C(F)(F)F)=CN=1>>[Cl:1][C:2]1[CH:26]=[CH:25][CH:24]=[CH:23][C:3]=1[C:4]([NH:6][C@H:7]1[CH2:11][CH2:10][CH2:9][C@@H:8]1[NH:12][C:13]1[N:28]=[CH:17][C:16]([C:19]([F:21])([F:20])[F:22])=[CH:15][N:14]=1)=[O:5]

Participants

4

Reactant 3

HCID 133170192-Chloro-5-(trifluoromethyl)pyrimidineHCID 118308080N-[(1S,2S)-2-Aminocyclopentyl]-2-chlorobenzamide hydrochloride2×HCID 1183081262-Chloro-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyridin-2-yl]amino}cyclopentyl]benzamide

Product 1

HCID 1183083392-Chloro-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl]benzamide

Procedure

Prepared according to the procedure for 2-chloro-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyridin-2-yl]amino}cyclopentyl]benzamide (Example 69) from N-[(1S,2S)-2-aminocyclopentyl]-2-chlorobenzamide hydrochloride (Intermediate 19; 100 mg, 0.363 mmol) and 2-chloro-5-(trifluoromethyl)pyrimidine (CAS number 69034-12-4; 80 mg, 0.436 mmol) to afford the title compound.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1f6ea654bb254b19bb8c7051124db433
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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