2-Fluorobenzoyl chloride → HCID 10308548, compound

HRID 1264095Notes

Reaction equation

HRID 1264095 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[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][CH:8]=[CH:7][C:3]=1[C:4]([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:5]

Participants

3

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 10308548HCID 10308548, compoundYield 55.6%

Procedure

In a manner similar to that described in Example 3, 2-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 0.0438 g of 4-[4-(2-fluoro-benzoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; mp 191-193° C.

Sources & evidence

ORD record
ord-6c5fffe568cd447e995e52fca596c75a
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

Loading…