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

HRID 1497189Notes

Reaction equation

HRID 1497189 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([NH2:12])=[C:4]([C:13]#[C:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[CH:3]=1.[CH2:22]([O:24][C:25](=[O:30])[CH2:26][C:27](Cl)=[O:28])[CH3:23]>>[CH2:22]([O:24][C:25](=[O:30])[CH2:26][C:27]([NH:12][C:5]1[C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[C:13]#[C:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])=[O:28])[CH3:23]

Participants

3

Reactant 2

HCID 118931Ethyl 3-chloro-3-oxopropionateHCID 866830154-Chloro-2-(2-chloro-phenylethynyl)-6-trifluoromethyl-phenylamine

Product 1

HCID 86683016N-[4-Chloro-2-(2-chloro-phenylethynyl)-6-trifluoromethyl-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-trifluoromethyl-phenylamine and chlorocarbonyl-acetic acid ethyl ester. Off white solid (1.2 g, 45%) LC-MS (ESI): 444 (M+H)+.

Sources & evidence

ORD record
ord-3bf7771b0c03486ab1be8987efe44df2
Source dataset
uspto-grants-2015_12
Patent number
US09199938B2

Reaction notes

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