2-(2H-1,2,3-Triazol-2-yl)benzoic acid → 2-(2H-1,2,3-Triazol-2-yl)-N-(2-{[5-(trifluoromethyl)pyridin-2-yl]methyl}cyclopentyl)benzamide

HRID 1750592Notes

Reaction equation

HRID 1750592 reaction equation
[N:1]1[N:2]([C:6]2[CH:30]=[CH:29][CH:28]=[CH:27][C:7]=2[C:8]([NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH:12]2[CH2:16][C:17]2[CH:22]=[C:21](C(F)(F)F)[CH:20]=[CH:19][N:18]=2)=[O:9])[N:3]=[CH:4][CH:5]=1.[F:31][C:32]([F:47])([F:46])C1C=CC(CC2CCCC2N)=NC=1.N1N(C2C=CC=CC=2C(O)=O)N=CC=1>>[N:3]1[N:2]([C:6]2[CH:30]=[CH:29][CH:28]=[CH:27][C:7]=2[C:8]([NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH:12]2[CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:32]([F:47])([F:46])[F:31])=[CH:19][N:18]=2)=[O:9])[N:1]=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 213135922-(2H-1,2,3-Triazol-2-yl)benzoic acidHCID 1183080702-(2H-1,2,3-Triazol-2-yl)-N-(2-{[4-(trifluoromethyl)pyridin-2-yl]methyl}cyclopentyl)benzamideHCID 1183081872-{[5-(Trifluoromethyl)pyridin-2-yl]methyl}cyclopentan-1-amine2×

Product 1

HCID 1183082492-(2H-1,2,3-Triazol-2-yl)-N-(2-{[5-(trifluoromethyl)pyridin-2-yl]methyl}cyclopentyl)benzamide

Procedure

Prepared according to the procedure for 2-(2H-1,2,3-triazol-2-yl)-N-(2-{[4-(trifluoromethyl)pyridin-2-yl]methyl}cyclopentyl)benzamide (Example 22) from 2-{[5-(trifluoromethyl)pyridin-2-yl]methyl}cyclopentan-1-amine (Intermediate 13; 33 mg, 0.14 mmol) and 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 31 mg, 0.16 mmol) and then was purified by column chromatography (silica, 0-100% ethyl acetate/petrol) to afford the title compound.

Workup

  1. customPrepared
  2. customwas purified by column chromatography (silica, 0-100% ethyl acetate/petrol)

Sources & evidence

ORD record
ord-0cf69ef5ba55403c9df6045060e51576
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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