3-Methoxy-2-methyl-3-oxopropanoic acid → N-[4-(3-Fluoro-benzyloxy)-phenyl]-2-methyl-malonamic Acid Methyl Ester

HRID 1884091

Reaction equation

HRID 1884091 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1.[CH3:17][O:18][C:19](=[O:25])[CH:20]([CH3:24])[C:21](O)=[O:22]>ClCCl.CO>[CH3:17][O:18][C:19](=[O:25])[CH:20]([CH3:24])[C:21]([NH:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]2[CH:14]=[CH:15][CH:16]=[C:2]([F:1])[CH:3]=2)=[CH:8][CH:9]=1)=[O:22]

Participants

4

Reactant 2

HCID 3006933-Methoxy-2-methyl-3-oxopropanoic acidHCID 167753144-(3-Fluoro-benzyloxy)-phenylamine

Product 1

HCID 69008808N-[4-(3-Fluoro-benzyloxy)-phenyl]-2-methyl-malonamic Acid Methyl Ester

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared in analogy to example 2, starting from 4-(3-fluoro-benzyloxy)-phenylamine (as prepared in example 1b) and 2-methyl-malonic acid monomethyl ester (Nader et al., Chem. Ber. 1986, 119, 1196). Yield after flash-chromatography with dichloromethane/methanol 98:2: 40%. Colorless solid. Mp=119° C.

Sources & evidence

ORD record
ord-e28e7cb9af8f4edb87257a17855c074a
Source dataset
uspto-grants-2004_07
Patent number
US06762320B2

Linked notes

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