tert-Butyl (2-amino-4-chloro-5-methylphenyl)carbamate → 4-[2,3']Bipyridinyl-4-yl-8-chloro-7-methyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498764Notes

Reaction equation

HRID 498764 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([Cl:15])=[CH:10][C:9]=1[NH2:16])(C)(C)C.C(O[C:23](=[O:39])[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][N:30]=[C:29]([C:33]2[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=2)[CH:28]=1)=O)(C)(C)C>>[N:30]1[CH:31]=[CH:32][C:27]([C:25]2[CH2:24][C:23](=[O:39])[NH:16][C:9]3[CH:10]=[C:11]([Cl:15])[C:12]([CH3:14])=[CH:13][C:8]=3[N:7]=2)=[CH:28][C:29]=1[C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 69486983tert-Butyl (2-amino-4-chloro-5-methylphenyl)carbamateHCID 69489458HCID 69489458, compound

Product 1

HCID 223175094-[2,3']Bipyridinyl-4-yl-8-chloro-7-methyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

The title compound was prepared from (2-amino-4-chloro-5-methyl-phenyl)-carbamic acid tert-butyl ester (Example J22) (102 mg, 0.4 mmol) and 3-[2,3′]bipyridinyl-4-yl-3-oxo-propionic acid tert-butyl ester (Example K57) (119 mg, 0.4 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 (120 mg).

Sources & evidence

ORD record
ord-4407052b98434c7ca8aa674038b53efc
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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