Trifluoroacetic acid → HCID 22317892, compound

HRID 498870Notes

Reaction equation

HRID 498870 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]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]2[CH:37]=[C:36]([CH3:38])[N:35]=[C:34]([CH3:39])[CH:33]=2)[CH:27]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C1(C)C=CC=CC=1.C(Cl)Cl>[CH3:39][C:34]1[CH:33]=[C:32]([C:28]2[CH:27]=[C:26]([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:31]=[CH:30][CH:29]=2)[CH:37]=[C:36]([CH3:38])[N:35]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 40613654,5-Bis(trifluoromethyl)benzene-1,2-diamineHCID 694892403-[3-(2,6-Dimethyl-pyridin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 22317892HCID 22317892, 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-[3-(2,6-dimethyl-pyridin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (Example K15) (325 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 an off-white solid (132 mg, 28%).

Sources & evidence

ORD record
ord-e3c0c84a783f48f59be0e65b037236a3
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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