2,4-Difluorobenzoyl chloride → HCID 9923695, compound

HRID 1264118Notes

Reaction equation

HRID 1264118 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([O:24]C)=[O:23])=[CH:15][CH:14]=1>>[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:18]=1)=[O:5]

Participants

3

Reactant 2

HCID 5880812,4-Difluorobenzoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 9923695HCID 9923695, compoundYield 76.8%

Procedure

In a manner similar to that described in Example 3, 2,4-difluoro-benzoyl chloride (0.059 g, 0.00033 mol) was allowed to react with 4-(4-amino-phenyl)-4-oxo-butyric acid, methyl ester (0.052 g, 0.00025 mol), and the resulting intermediate was hydrolyzed to give 0.064 g of 4-[4-(2,4-difluoro-benzoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; MS-(AP+) MH+334.

Sources & evidence

ORD record
ord-5f06f05cd498425fba4d8442b1792736
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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