Methyl propiolate → CGP-47292 methyl ester

HRID 1927188Notes

Reaction equation

HRID 1927188 reaction equation
[N:1]([CH2:4][C:5]1[C:10]([F:11])=[CH:9][CH:8]=[CH:7][C:6]=1[F:12])=[N+:2]=[N-:3].[C:13]([O:17][CH3:18])(=[O:16])[C:14]#[CH:15]>>[F:12][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]([F:11])[C:5]=1[CH2:4][N:1]1[CH:15]=[C:14]([C:13]([O:17][CH3:18])=[O:16])[N:3]=[N:2]1

Participants

3

Reactant 2

HCID 13536Methyl propiolateHCID 108883232-(Azidomethyl)-1,3-difluorobenzene

Product 1

HCID 22716778CGP-47292 methyl ester

Procedure

The process may involve reacting 2-(azidomethyl)-1,3-difluorobenzene of formula III with methyl propiolate, to obtain methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate of formula IV, and converting the methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate of formula IV to rufinamide.

Sources & evidence

ORD record
ord-a4956d862f6b4a598a914dd96a374cbb
Source dataset
uspto-grants-2012_05
Patent number
US08183269B2

Reaction notes

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