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

HRID 498813Notes

Reaction equation

HRID 498813 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[N:40]=[N:39][C:38]([CH3:41])=[N:37][CH:36]=2)[CH:30]=1)=O)(C)(C)C>>[CH3:41][C:38]1[N:39]=[N:40][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:36][N:37]=1

Participants

3

Reactant 2

HCID 24689211tert-butyl N-(2-amino-4-(trifluoromethyl)phenyl)carbamateHCID 694865703-[3-(3-Methyl-[1,2,4]triazin-6-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 223171244-[3-(3-Methyl-[1,2,4]triazin-6-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) (83 mg, 0.3 mmol) and 3-[3-(3-methyl-[1,2,4]triazin-6-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (Example K46) (113 mg, 0.36 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 (18 mg).

Sources & evidence

ORD record
ord-a61f1eab7c8e41ec972294f66696abfb
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

Loading…