Carbamic acid,n-[2-amino-5-methoxy-4-(trifluoromethyl)phenyl]-,1,1-dimethylethyl ester → {2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-methoxy-4-trifluoromethyl-phenyl}-carbamic acid tert.-butyl ester

HRID 1266805Notes

Reaction equation

HRID 1266805 reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([C:16]([F:19])([F:18])[F:17])=[CH:10][C:9]=1[NH2:20])([CH3:4])([CH3:3])[CH3:2].C([O:26][C:27](=O)[CH2:28][C:29]([C:31]1[CH:36]=[CH:35][N:34]=[C:33]([C:37]#[N:38])[CH:32]=1)=[O:30])(C)(C)C>>[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([C:16]([F:19])([F:18])[F:17])=[CH:10][C:9]=1[NH:20][C:27](=[O:26])[CH2:28][C:29]([C:31]1[CH:36]=[CH:35][N:34]=[C:33]([C:37]#[N:38])[CH:32]=1)=[O:30])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 69489607Carbamic acid,n-[2-amino-5-methoxy-4-(trifluoromethyl)phenyl]-,1,1-dimethylethyl esterHCID 695928163-(2-Cyano-pyridin-4-yl)-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 86586980{2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-methoxy-4-trifluoromethyl-phenyl}-carbamic acid tert.-butyl ester

Procedure

The title compound was prepared from (2-amino-5-methoxy-4-trifluoromethyl-phenyl)-carbamic acid tert.-butyl ester (Example J9) (306 mg. 1.0 mmol) and 3-(2-cyano-pyridin-4-yl)-3-oxo-propionic acid tert.-butyl ester (Example K3) (246 mg, 1.0 mmol) according to the general procedure M. Obtained as a yellow solid (333 mg).

Sources & evidence

ORD record
ord-0fb9eed5f2ca4283975dd165723b1158
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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