2-Cyano-4-methylpyridine → 2-(2-Furoyl)-4-methylpyridine

HRID 46531Notes

Reaction equation

HRID 46531 reaction equation
C([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][N:4]=1)#N.[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([Li])=[O:16]>>[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][N:4]=1)=[O:16]

Participants

3

Reactant 2

HCID 887392-Cyano-4-methylpyridineHCID 178506914HCID 178506914, compound

Product 1

HCID 203875722-(2-Furoyl)-4-methylpyridine

Procedure

2-Cyano-4-methylpyridine is reacted in an inert atmosphere with an ethereal solution of freshly prepared 2-furoyl-lithium followed by acid hydrolysis to form 2-(2-furoyl)-4-methylpyridine which is then reacted with methyl iodide to form 2-(2-furoyl)-1,4-dimethylpyridinium iodide. Both furoyl compounds exhibit thermal and chemical analgesic properties.

Workup

  1. customfollowed by acid hydrolysis

Sources & evidence

ORD record
ord-6290a975a1e948968b6cee8acafe0858
Source dataset
uspto-grants-1979_11
Patent number
US04173705

Reaction notes

Loading…