1,1-Dimethylethyl N-(2-amino-4-chlorophenyl)carbamate → 8-Chloro-4-(3-pyrimidin-2-yl-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498810Notes

Reaction equation

HRID 498810 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[NH2:15])(C)(C)C.C(O[C:22](=[O:38])[CH2:23][C:24](=O)[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[N:36]=[CH:35][CH:34]=[CH:33][N:32]=2)[CH:26]=1)(C)(C)C>>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]2[N:7]=[C:24]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([C:31]4[N:32]=[CH:33][CH:34]=[CH:35][N:36]=4)[CH:26]=3)[CH2:23][C:22](=[O:38])[NH:15][C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 574562721,1-Dimethylethyl N-(2-amino-4-chlorophenyl)carbamateHCID 694873573-Oxo-3-(3-pyrimidin-2-yl-phenyl)-propionic acid tert-butyl ester

Product 1

HCID 223172548-Chloro-4-(3-pyrimidin-2-yl-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

The title compound was prepared from (2-amino-4-chloro-phenyl)-carbamic acid tert-butyl ester (Example J4) (121 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 (102 mg).

Sources & evidence

ORD record
ord-4198876633784341bde8e05fee047d1a
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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