Methyl chloroglyoxylate → 2-[(5-Chloropyridin-2-yl)(methyl)amino]-2-oxoacetic acid methyl ester

HRID 2104413Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH3:9])=[N:6][CH:7]=1.Cl[C:11](=[O:16])[C:12]([O:14][CH3:15])=[O:13]>>[CH3:15][O:14][C:12](=[O:13])[C:11]([N:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=1)[CH3:9])=[O:16]

Participants

Reactant 2

HCID 79846Methyl chloroglyoxylate

HCID 38370245-chloro-N-methylpyridin-2-amine

Product 1

HCID 596768022-[(5-Chloropyridin-2-yl)(methyl)amino]-2-oxoacetic acid methyl ester

Procedure

The method described in Referential Example 242 was performed by use of 5-chloro-N-methyl-2-pyridinamine and methyl chlorooxoacetate, whereby the title compound was obtained. 1H-NMR(CDCl3)δ: 3.43(3H, s), 3.81(3H, s), 7.08(1H, br.s), 7.68-7.78(1H, m), 8.27(1H, br.s).

Sources & evidence

ORD record: ord-1bde30b75ffc4bbaabe01eed0da773ec
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576135B2

Reaction notes

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