Ethyl 3-chloro-3-oxopropionate → N-[4-Chloro-2-(2-chloro-phenylethynyl)-6-fluoro-phenyl]-malonamic acid ethyl ester

HRID 1497141Notes

Reaction equation

HRID 1497141 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([NH2:9])=[C:4]([C:10]#[C:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[CH:3]=1.[CH2:19]([O:21][C:22](=[O:27])[CH2:23][C:24](Cl)=[O:25])[CH3:20]>>[CH2:19]([O:21][C:22](=[O:27])[CH2:23][C:24]([NH:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[C:10]#[C:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])=[O:25])[CH3:20]

Participants

3

Reactant 2

HCID 118931Ethyl 3-chloro-3-oxopropionateHCID 86682981HCID 86682981, compound

Product 1

HCID 86682982N-[4-Chloro-2-(2-chloro-phenylethynyl)-6-fluoro-phenyl]-malonamic acid ethyl ester

Procedure

The title compound was prepared in analogy to example 29 step A from 4-chloro-2-(2-chloro-phenylethynyl)-6-fluoro-phenylamine (570 mg, 2.03 mmol) and chlorocarbonyl-acetic acid ethyl ester (460 mg, 3.05 mmol). White solid (440 mg, 55%) MS (ESI): 394 (M+H)+.

Sources & evidence

ORD record
ord-20ff7d2bb77c474b85f54dec96ab7585
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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