N-(2-Methylpyridin-3-yl)acetamide → [(R)-3-(3-Acetylaminopyridin-2-yl)-1-(2,5-difluorobenzyl)-2-oxopropyl)carbamic acid tert-butyl ester

HRID 1094469Notes

Reaction equation

HRID 1094469 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][C@@H:8]([C:18](=[O:23])N(OC)C)[CH2:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[F:17])([CH3:4])([CH3:3])[CH3:2].[CH3:25][C:26]1[C:31]([NH:32][C:33](=[O:35])[CH3:34])=[CH:30][CH:29]=[CH:28][N:27]=1>>[C:1]([O:5][C:6](=[O:24])[NH:7][C@H:8]([CH2:9][C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[F:17])[C:18](=[O:23])[CH2:25][C:26]1[C:31]([NH:32][C:33](=[O:35])[CH3:34])=[CH:30][CH:29]=[CH:28][N:27]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 23070203N-(2-Methylpyridin-3-yl)acetamideHCID 59799830HCID 59799830, compound

Product 1

HCID 66639630[(R)-3-(3-Acetylaminopyridin-2-yl)-1-(2,5-difluorobenzyl)-2-oxopropyl)carbamic acid tert-butyl ester

Procedure

Using general procedure 2 with [(R)-2-(2,5-Difluoro-phenyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (4.85 mmol; 1.67 g) and N-(2-Methylpyridin-3-yl)acetamide (12.12 mmol; 1.82 g) gives the title compound.

Sources & evidence

ORD record
ord-ff0248c402924f41bdc81bf5d1ea62b2
Source dataset
uspto-grants-2012_03
Patent number
US08133907B2

Reaction notes

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