[2-Amino-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester → [2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester

HRID 1265700Notes

Reaction equation

HRID 1265700 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH:16]2[CH2:18][CH2:17]2)[CH3:15])[C:11]([C:19]([F:22])([F:21])[F:20])=[CH:10][C:9]=1[NH2:23])([CH3:4])([CH3:3])[CH3:2].C([O:29][C:30](=O)[CH2:31][C:32]([C:34]1[CH:39]=[CH:38][N:37]=[C:36]([C:40]#[N:41])[CH:35]=1)=[O:33])(C)(C)C>>[C:1]([O:5][C:6](=[O:24])[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH:16]2[CH2:17][CH2:18]2)[CH3:15])[C:11]([C:19]([F:22])([F:21])[F:20])=[CH:10][C:9]=1[NH:23][C:30](=[O:29])[CH2:31][C:32]([C:34]1[CH:39]=[CH:38][N:37]=[C:36]([C:40]#[N:41])[CH:35]=1)=[O:33])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 69489708[2-Amino-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl esterHCID 695928163-(2-Cyano-pyridin-4-yl)-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 86586861[2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester

Procedure

The title compound was prepared from [2-amino-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester (Example J19) (259 mg, 0.75 mmol) and 3-(2-cyano-pyridin-4-yl)-3-oxo-propionic acid tert.-butyl ester (Example K3) (192 mg, 0.78 mmol) according to the general procedure M. Obtained as a yellow solid (228 mg).

Sources & evidence

ORD record
ord-12467388cea24e88b5fc6b4c0c11737b
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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