tert-Butyl (3-amino-2'-fluoro-[1,1'-biphenyl]-4-yl)carbamate → {2'-Fluoro-3-[3-oxo-3-(3-pyrimidin-5-yl-phenyl)-propionylamino]-biphenyl-4-yl}-carbamic acid tert-butyl ester

HRID 498330Notes

Reaction equation

HRID 498330 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])=[CH:10][C:9]=1[NH2:21])([CH3:4])([CH3:3])[CH3:2].C([O:27][C:28](=O)[CH2:29][C:30](=[O:43])[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[CH:38]=[N:39][CH:40]=[N:41][CH:42]=2)[CH:32]=1)(C)(C)C>>[C:1]([O:5][C:6](=[O:22])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])=[CH:10][C:9]=1[NH:21][C:28](=[O:27])[CH2:29][C:30](=[O:43])[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[CH:42]=[N:41][CH:40]=[N:39][CH:38]=2)[CH:32]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 67361423tert-Butyl (3-amino-2'-fluoro-[1,1'-biphenyl]-4-yl)carbamateHCID 694868033-Oxo-3-(3-pyrimidin-5-yl-phenyl)-propionic acid tert-butyl ester

Product 1

HCID 86589295{2'-Fluoro-3-[3-oxo-3-(3-pyrimidin-5-yl-phenyl)-propionylamino]-biphenyl-4-yl}-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from (3-amino-2′-fluoro-biphenyl-4-yl)-carbamic acid tert-butyl ester [CAS 335255-65-7] (302 mg, 1.0 mmol) and 3-oxo-3-(3-pyrimidin-5-yl-phenyl)-propionic acid tert-butyl ester (Example K13) (298 mg, 1.0 mmol) according to the general procedure M. Obtained as a light yellow oil (420 mg, 80%).

Sources & evidence

ORD record
ord-3cee647ee8004fe692dbb40dcd0e7967
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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