Pyridinium, 1-methyl-, iodide (1:1) → HCID 73198852, compound

HRID 1651753Notes

Reaction equation

HRID 1651753 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[N:11][OH:12])[CH2:8][C:9]#[CH:10])[CH:2]=1.[I-].[CH3:14][N+]1C=CC=CC=1.[BH4-].[Na+]>>[CH3:14][N:1]1[CH2:6][CH2:5][CH:4]=[C:3]([C:7](=[N:11][OH:12])[CH2:8][C:9]#[CH:10])[CH2:2]1

Participants

4

Reactant 3

HCID 13596Pyridinium, 1-methyl-, iodide (1:1)HCID 4311764Sodium borohydrideHCID 85546329HCID 85546329, compound

Product 1

HCID 73198852HCID 73198852, compound

Procedure

Employing the general method of Example 6 above, 2.95 g (12.2 mmol) of 1-(3-pyridinyl)-3-butyne-1-one oxime were converted to the corresponding 1-methyl pyridinium iodide and subsequently reduced by the action of sodium borohydride to produce 1.2 g of 1-(1,2,5,6-tetrahydro-1-methyl-3-pyridinyl)-3-butyne-1-one oxime which was isolated as the ethanedioate salt, mp 55° -57° C.

Sources & evidence

ORD record
ord-7d959b816cdb47bda6da976dddf75213
Source dataset
uspto-grants-1990_05
Patent number
US04929734

Reaction notes

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