HCID 20560022, compound → HCID 20560003, compound

HRID 1974089Notes

Reaction equation

HRID 1974089 reaction equation
[I-].[CH:2]([NH:4][C:5]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:6]=1[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[CH3:15])=[O:3].[I-].[N+](C1C=CC=CC=1C=CC1C=CC=C[N+]=1C)([O-])=O>>[CH:2]([NH:4][C:5]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:6]=1[CH2:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][N:10]1[CH3:15])=[O:3]

Participants

3

Reactant 2

HCID 20560022HCID 20560022, compoundHCID 667604421-Methyl-2-[2-(2-nitrophenyl)ethenyl]pyridin-1-ium iodide

Product 1

HCID 20560003HCID 20560003, compound

Procedure

Catalytic reduction of 2-(2-formamido-5-methoxyphenethyl)-1-methylpyridinium iodide as described in Example 1 for 2-(o-nitrostyryl)-1-methylpyridinium iodide provides 2-(2-formamido-5-methoxyphenethyl)-1-methylpiperidine. This material is deformylated in 1N methanolic hydrogen chloride providing 2-(2-amino-5-methoxyphenethyl)-1-methylpiperidine.

Sources & evidence

ORD record
ord-e9379da958cc4c89bd48610b423bb08a
Source dataset
uspto-grants-1976_12
Patent number
US04000143

Reaction notes

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