3-Oxo-3-(3-pyrimidin-5-yl-phenyl)-propionic acid tert-butyl ester → {4-Chloro-5-isobutylamino-2-[3-oxo-3-(3-pyrimidin-5-yl-phenyl)-propionylamino]-phenyl}-carbamic acid tert-butyl ester

HRID 498324Notes

Reaction equation

HRID 498324 reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]1[CH:13]=[C:12]([NH:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:11]([Cl:19])=[CH:10][C:9]=1[NH2:20])([CH3:4])([CH3:3])[CH3:2].C([O:26][C:27](=O)[CH2:28][C:29](=[O:42])[C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([C:36]2[CH:37]=[N:38][CH:39]=[N:40][CH:41]=2)[CH:31]=1)(C)(C)C>>[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]1[CH:13]=[C:12]([NH:14][CH2:15][CH:16]([CH3:17])[CH3:18])[C:11]([Cl:19])=[CH:10][C:9]=1[NH:20][C:27](=[O:26])[CH2:28][C:29](=[O:42])[C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([C:36]2[CH:41]=[N:40][CH:39]=[N:38][CH:37]=2)[CH:31]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 2

HCID 694868033-Oxo-3-(3-pyrimidin-5-yl-phenyl)-propionic acid tert-butyl esterHCID 69489120Carbamic acid,[2-amino-4-chloro-5-[(2-methylpropyl)amino]phenyl]-,1,1-dimethylethyl ester

Product 1

HCID 86589289{4-Chloro-5-isobutylamino-2-[3-oxo-3-(3-pyrimidin-5-yl-phenyl)-propionylamino]-phenyl}-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from (2-amino-4-chloro-5-isobutylamino-phenyl)-carbamic acid tert-butyl ester (Example J16) (235 mg, 0.75 mmol) and 3-oxo-3-(3-pyrimidin-5-yl-phenyl)-propionic acid tert-butyl ester (Example K13) (224 mg, 0.75 mmol) according to the general procedure M. Obtained as an off-white foam (260 mg, 64%).

Sources & evidence

ORD record
ord-66bd1f21a6b744248010eeca137cd436
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

Loading…