Methyl propiolate → CGP-47292 methyl ester

HRID 541031Notes

Reaction equation

HRID 541031 reaction equation
[CH:1]1[CH:2]=[C:3]([F:17])[C:4]([CH2:8][N:9]2[N:13]=[N:12][C:11]([C:14](N)=[O:15])=[CH:10]2)=[C:5]([F:7])[CH:6]=1.N(CC1C(F)=CC=CC=1F)=[N+]=[N-].[C:30](OC)(=[O:33])C#C>>[F:17][C:3]1[CH:2]=[CH:1][CH:6]=[C:5]([F:7])[C:4]=1[CH2:8][N:9]1[CH:10]=[C:11]([C:14]([O:33][CH3:30])=[O:15])[N:12]=[N:13]1

Participants

4

Reactant 3

HCID 13536Methyl propiolateHCID 129228RufinamideHCID 108883232-(Azidomethyl)-1,3-difluorobenzene

Product 1

HCID 22716778CGP-47292 methyl ester

Procedure

WO 2010/043849 describes the process for the preparation of Rufinamide as shown in scheme III below, which comprises the reaction of 2-(azidomethyl)-1, 3-difluorobenzene with methyl propiolate to obtain methyl 1-(2,6-difluorobenzyl)-1H-1,2,3,-triazole-4-carboxylate and which is reacted with ammonia to yield Rufinamide.

Sources & evidence

ORD record
ord-51bdf16c9d7947529084cac6ef779cd4
Source dataset
uspto-grants-2014_10
Patent number
US08871945B2

Reaction notes

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