tert-butyl N-(2-amino-4-(trifluoromethyl)phenyl)carbamate → 4-(3-Pyrimidin-2-yl-phenyl)-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498809Notes

Reaction equation

HRID 498809 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=1[NH2:18])(C)(C)C.C(O[C:25](=[O:41])[CH2:26][C:27](=O)[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]2[N:39]=[CH:38][CH:37]=[CH:36][N:35]=2)[CH:29]=1)(C)(C)C>>[N:39]1[CH:38]=[CH:37][CH:36]=[N:35][C:34]=1[C:30]1[CH:29]=[C:28]([C:27]2[CH2:26][C:25](=[O:41])[NH:18][C:9]3[CH:10]=[C:11]([C:14]([F:15])([F:16])[F:17])[CH:12]=[CH:13][C:8]=3[N:7]=2)[CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 24689211tert-butyl N-(2-amino-4-(trifluoromethyl)phenyl)carbamateHCID 694873573-Oxo-3-(3-pyrimidin-2-yl-phenyl)-propionic acid tert-butyl ester

Product 1

HCID 223179574-(3-Pyrimidin-2-yl-phenyl)-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

The title compound was prepared from (2-amino-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example J3) (138 mg, 0.5 mmol) and 3-oxo-3-(3-pyrimidin-2-yl-phenyl)-propionic acid tert-butyl ester (Example K44) (164 mg, 0.55 mmol) according to the general procedure M and subsequent treatment of the crude product according to the general procedure N. Obtained as a light yellow solid (75 mg).

Sources & evidence

ORD record
ord-0af27825b950408981c091683fdadbcb
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

Loading…