4-Fluorobenzoyl chloride → HCID 9879895, compound

HRID 1264096Notes

Reaction equation

HRID 1264096 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[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:10]=[CH:9][C:5]([C:6]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18](=[O:25])[CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:17]=2)=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 678794-Fluorobenzoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 9879895HCID 9879895, compoundYield 27.8%

Procedure

In a manner similar to that described in Example 3, 4-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 0.0219 g of 4-[4-(4-fluoro-benzoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; mp 253-255.° C.

Sources & evidence

ORD record
ord-78a6e55247eb4b33bb10720e50e7c0f6
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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