tert-butyl N-(2-amino-4-(trifluoromethyl)phenyl)carbamate → 4-[3-(6-Methyl-pyrimidin-4-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498783Notes

Reaction equation

HRID 498783 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:42])[CH2:26][C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35]2[CH:40]=[C:39]([CH3:41])[N:38]=[CH:37][N:36]=2)[CH:30]=1)=O)(C)(C)C>>[CH3:41][C:39]1[N:38]=[CH:37][N:36]=[C:35]([C:31]2[CH:30]=[C:29]([C:27]3[CH2:26][C:25](=[O:42])[NH:18][C:9]4[CH:10]=[C:11]([C:14]([F:15])([F:16])[F:17])[CH:12]=[CH:13][C:8]=4[N:7]=3)[CH:34]=[CH:33][CH:32]=2)[CH:40]=1

Participants

3

Reactant 2

HCID 24689211tert-butyl N-(2-amino-4-(trifluoromethyl)phenyl)carbamateHCID 694898653-[3-(6-Methyl-pyrimidin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 111886474-[3-(6-Methyl-pyrimidin-4-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-[3-(6-methyl-pyrimidin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (Example K41) (187 mg, 0.6 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 (44 mg).

Sources & evidence

ORD record
ord-841acfd5bde74b229e29aff90b91310c
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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