Trifluoroacetic acid → HCID 22317157, compound

HRID 498871Notes

Reaction equation

HRID 498871 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([NH2:14])[C:6]([NH2:13])=[CH:7][C:8]=1[C:9]([F:12])([F:11])[F:10].C([O:21][C:22](=O)[CH2:23][C:24](=O)[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[CH:32]=[N:33][CH:34]=[CH:35][CH:36]=2)[CH:26]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C1(C)C=CC=CC=1.C(Cl)Cl>[N:33]1[CH:34]=[CH:35][CH:36]=[C:31]([C:27]2[CH:26]=[C:25]([C:24]3[CH2:23][C:22](=[O:21])[NH:13][C:6]4[CH:7]=[C:8]([C:9]([F:12])([F:11])[F:10])[C:3]([C:2]([F:15])([F:16])[F:1])=[CH:4][C:5]=4[N:14]=3)[CH:30]=[CH:29][CH:28]=2)[CH:32]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 40613654,5-Bis(trifluoromethyl)benzene-1,2-diamineHCID 112664733-Oxo-3-(3-pyridin-3-yl-phenyl)-propionic acid tert-butyl ester

Product 1

HCID 22317157HCID 22317157, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from 4,5-bis-trifluoromethyl-benzene-1,2-diamine [CAS-No. 30454-92-3] (244 mg, 1.0 mmol) and 3-oxo-3-(3-pyridin-3-yl-phenyl)-propionic acid tert-butyl ester (Example K1) (297 mg, 1.0 mmol) in toluene (10 ml) under reflux conditions for 2 h according to the general procedure M and subsequent treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light brown solid (315 mg, 70%).

Sources & evidence

ORD record
ord-33f60816731c4c86804dd25ba5ac7b4c
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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