2-Chloro-6-methylbenzoyl chloride → N-[(2-chloro-6-methylphenyl)carbonyl]-4-(1,4-dimethyl-6-(trifluoromethyl)-2-oxo-3-pyridinyl)-L-phenylalanine

HRID 895934Notes

Reaction equation

HRID 895934 reaction equation
C[O:2][C:3](=[O:26])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:14](=[O:25])[N:15]([CH3:24])[C:16]([C:20]([F:23])([F:22])[F:21])=[CH:17][C:18]=2[CH3:19])=[CH:9][CH:8]=1)[NH2:5].[Cl:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]([CH3:37])[C:29]=1[C:30](Cl)=[O:31]>>[Cl:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]([CH3:37])[C:29]=1[C:30]([NH:5][C@H:4]([C:3]([OH:26])=[O:2])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:14](=[O:25])[N:15]([CH3:24])[C:16]([C:20]([F:23])([F:22])[F:21])=[CH:17][C:18]=2[CH3:19])=[CH:11][CH:12]=1)=[O:31]

Participants

3

Reactant 2

HCID 223820402-Chloro-6-methylbenzoyl chlorideHCID 697167084-[1,4-dimethyl-6-(trifluoromethyl)-2-oxo-3-pyridinyl]-L-phenylalanine methyl ester

Product 1

HCID 69715941N-[(2-chloro-6-methylphenyl)carbonyl]-4-(1,4-dimethyl-6-(trifluoromethyl)-2-oxo-3-pyridinyl)-L-phenylalanine

Procedure

N-[(2-chloro-6-methylphenyl)carbonyl]-4-(1,4-dimethyl-6-(trifluoromethyl)-2-oxo-3-pyridinyl)-L-phenylalanine was prepared from 4-[1,4-dimethyl-6-(trifluoromethyl)-2-oxo-3-pyridinyl]-L-phenylalanine methyl ester and 2-chloro-6-methylbenzoyl chloride using the general procedures described in example 44. ES-LRMS m/z 507.1 (M+H), 529.1 (M+Na).

Sources & evidence

ORD record
ord-8b56270c819d404389eeacb6eafdf283
Source dataset
uspto-grants-2005_07
Patent number
US06916933B2

Reaction notes

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