Benzoic acid, 4-amino-, 1,1-dimethylethyl ester → HCID 117622888, compound

HRID 56914Notes

Reaction equation

HRID 56914 reaction equation
[Cl:1][C:2]1[C:3]([C:20]2[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=2[C:27]#[N:28])=[CH:4][C:5](=[O:19])[N:6]([CH:8]([CH2:12][CH2:13][O:14][C:15]([F:18])([F:17])[F:16])[C:9](O)=[O:10])[CH:7]=1.[NH2:29][C:30]1[CH:42]=[CH:41][C:33]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])=[CH:32][CH:31]=1>>[Cl:1][C:2]1[C:3]([C:20]2[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:21]=2[C:27]#[N:28])=[CH:4][C:5](=[O:19])[N:6]([CH:8]([CH2:12][CH2:13][O:14][C:15]([F:16])([F:17])[F:18])[C:9]([NH:29][C:30]2[CH:42]=[CH:41][C:33]([C:34]([O:36][C:37]([CH3:38])([CH3:39])[CH3:40])=[O:35])=[CH:32][CH:31]=2)=[O:10])[CH:7]=1

Participants

3

Reactant 2

HCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 117622890HCID 117622890, compound

Product 1

HCID 117622888HCID 117622888, compound

Procedure

237 mg (purity 84%, 0.46 mmol) of 2-[5-chloro-4-(5-chloro-2-cyanophenyl)-2-oxopyridin-1(2H)-yl]-4-(trifluoromethoxy)butanoic acid (racemate) and 97 mg (0.50 mmol, 1.1 eq.) of tert-butyl 4-aminobenzoate were reacted according to General Method 5A. Yield: 142 mg (purity 81%, 41% of theory)

Sources & evidence

ORD record
ord-ca12189155d743499f73881061229dcc
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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