Benzoic acid, 4-amino-, 1,1-dimethylethyl ester → Tert-butyl 4-(2-(4-(2,5-dichlorophenyl)-2-oxopyridin-1(2h)-yl)propanamido)benzoate

HRID 56644

Reaction equation

HRID 56644 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH3:19])[C:16]([OH:18])=O)[C:11](=[O:20])[CH:10]=1.[NH2:21][C:22]1[CH:34]=[CH:33][C:25]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[CH:24][CH:23]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH3:19])[C:16]([NH:21][C:22]2[CH:34]=[CH:33][C:25]([C:26]([O:28][C:29]([CH3:30])([CH3:31])[CH3:32])=[O:27])=[CH:24][CH:23]=2)=[O:18])[C:11](=[O:20])[CH:10]=1

Participants

3

Reactant 2

HCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 1176225642-[4-(2,5-Dichlorophenyl)-2-oxopyridin-1(2H)-yl]propanoic acid

Product 1

HCID 117622667Tert-butyl 4-(2-(4-(2,5-dichlorophenyl)-2-oxopyridin-1(2h)-yl)propanamido)benzoate

Procedure

117 mg (0.36 mmol) of 2-[4-(2,5-dichlorophenyl)-2-oxopyridin-1(2H)-yl]propanoic acid (racemate) and 1.2 eq. of tert-butyl 4-aminobenzoate were reacted according to General Method 5A. Yield: 83 mg (47% of theory)

Sources & evidence

ORD record
ord-7a827b9686aa4e8e877af8c33ecb9ff5
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Linked notes

Loading…