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

HRID 1750602Notes

Reaction equation

HRID 1750602 reaction equation
[N:1]1([C:6]2[CH:30]=[CH:29][CH:28]=[CH:27][C:7]=2[C:8]([NH:10][C@H:11]2[CH2:15][CH2:14][CH2:13][C@@H:12]2[NH:16][C:17]2[CH:22]=[N:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][N:18]=2)=[O:9])[CH:5]=[CH:4]C=[N:2]1.Cl.FC(F)(F)C1[N:35]=CC(N[C@H]2CCC[C@@H]2N)=NC=1.N1(C2C=CC=CC=2C(O)=O)C=CN=N1>>[N:1]1([C:6]2[CH:30]=[CH:29][CH:28]=[CH:27][C:7]=2[C:8]([NH:10][C@H:11]2[CH2:15][CH2:14][CH2:13][C@@H:12]2[NH:16][C:17]2[CH:22]=[N:21][C:20]([C:23]([F:24])([F:26])[F:25])=[CH:19][N:18]=2)=[O:9])[CH:5]=[CH:4][N:35]=[N:2]1

Participants

4

Reactant 3

HCID 230237632-(1H-1,2,3-Triazol-1-yl)benzoic acidHCID 118308118(1S,2S)-1-N-[5-(Trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride2×HCID 1183082302-(1H-Pyrazol-1-yl)-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide

Product 1

HCID 1183080542-(1H-1,2,3-Triazol-1-yl)-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide

Procedure

Prepared according to the procedure for 2-(1H-pyrazol-1-yl)-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]benzamide (Example 31) from (1S,2S)-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine hydrochloride (Intermediate 14, 213 mg, 0.75 mmol) and 2-(1H-1,2,3-triazol-1-yl)benzoic acid (CAS number 1085458-53-2; 157 mg, 0.83 mmol) except this was then purified by column chromatography (silica, 0-100% ethyl acetate/petrol) to afford the title compound.

Workup

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

Sources & evidence

ORD record
ord-1619d9b00ff4473ba4bb0f64725996d7
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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