3-Fluorobenzoyl chloride → HCID 10267793, compound

HRID 1264094Notes

Reaction equation

HRID 1264094 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:25])[CH2:19][CH2:20][C:21]([O:23]C)=[O:22])=[CH:14][CH:13]=1>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:18](=[O:25])[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:17]=1)=[O:6]

Participants

3

Reactant 2

HCID 743763-Fluorobenzoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 10267793HCID 10267793, compoundYield 42%

Procedure

In a manner similar to that described in Example 3, 3-fluorobenzoyl chloride (0.053 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) (Example 1, Step (c)), and the resulting intermediate was hydrolyzed to give 0.0331 g of 4-[4-(3-fluoro-benzoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; mp 239-241° C.

Sources & evidence

ORD record
ord-cd7470b6f440433dbe079b32f900df8d
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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