3-[3-(6-Methyl-pyrazin-2-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester → (4-Chloro-5-methyl-2-{3-[3-(6-methyl-pyrazin-2-yl)-phenyl]-3-oxo-propionylamino}-phenyl)-carbamic acid tert-butyl ester

HRID 498344Notes

Reaction equation

HRID 498344 reaction equation
[C:1]([O:5][C:6](=[O:17])[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([Cl:15])=[CH:10][C:9]=1[NH2:16])([CH3:4])([CH3:3])[CH3:2].C([O:22][C:23](=O)[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]2[CH:38]=[N:37][CH:36]=[C:35]([CH3:39])[N:34]=2)[CH:28]=1)=[O:26])(C)(C)C>>[C:1]([O:5][C:6](=[O:17])[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([Cl:15])=[CH:10][C:9]=1[NH:16][C:23](=[O:22])[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]2[CH:38]=[N:37][CH:36]=[C:35]([CH3:39])[N:34]=2)[CH:28]=1)=[O:26])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 694867803-[3-(6-Methyl-pyrazin-2-yl)-phenyl]-3-oxo-propionic acid tert-butyl esterHCID 69486983tert-Butyl (2-amino-4-chloro-5-methylphenyl)carbamate

Product 1

HCID 86589309(4-Chloro-5-methyl-2-{3-[3-(6-methyl-pyrazin-2-yl)-phenyl]-3-oxo-propionylamino}-phenyl)-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from (2-amino-4-chloro-5-methyl-phenyl)-carbamic acid tert-butyl ester (Example J22) (257 mg, 1.0 mmol) and 3-[3-(6-methyl-pyrazin-2-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (Example K16) (312 mg, 1.0 mmol) according to the general procedure M. Obtained as a light brown foam (470 mg, 95%).

Sources & evidence

ORD record
ord-98a8566ca2f74d5d8a6b0f23199fa4cf
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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