Trifluoroacetic acid → HCID 58976163, compound

HRID 1179254Notes

Reaction equation

HRID 1179254 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:34])[C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]3[N:26]=[C:25]([NH2:27])[N:24]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)[N:23]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[NH2:27][C:25]1[N:24]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[N:23]=[C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:34])=[CH:16][CH:17]=2)[N:26]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67274169HCID 67274169, compound

Product 1

HCID 58976163HCID 58976163, compoundYield 78.4%

Procedure

A mixture of 4-[4-(5-amino-1-pyridin-2-yl-1H-[1,2,4]triazol-3-ylamino)-benzoyl]-piperazine-1-carboxylic acid tert-butyl ester (22.1 mg) and trifluoroacetic acid (0.50 mL) was stirred at room temperature for 1 h. The reaction mixture was concentrated to give the title compound (13.6 mg) as a white solid. MS (ES+): m/z=365.1; 1H NMR (CD3SOCD3, 500 MHz): δ 3.09-3.23 (m, 4H), 3.63-3.76 (m, 4H), 7.20-7.25 (m, 1H), 7.41 (d, 2H), 7.64-7.74 (m, 4H), 7.95-8.02 (m, 1H), 8.39-8.44 (m, 1H), 8.66-8.95 (m, 2H), 9.44-9.48 (m, 1H).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-8e81eefd1aea41308159a946f0c02ca1
Source dataset
uspto-grants-2007_10
Patent number
US07279469B2

Reaction notes

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