Hydrochloric Acid → HCID 20446664, compound

HRID 326132Notes

Reaction equation

HRID 326132 reaction equation
[C:1]([C:3]1[C:8]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].[ClH:17]>CO.[Pd]>[ClH:17].[NH2:2][CH2:1][C:3]1[C:8]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20446675HCID 20446675, compound

Product 1

HCID 20446664HCID 20446664, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Cyano-3-(4-methoxycarbonylbutyl)pyridine (2.40 g) is dissolved in 92 ml of methanol containing 2.4 ml of conc. hydrochloric acid and hydrogenated at atmospheric pressure with 1.2 g of 10% palladium on charcoal for 3 hours. Filtration, evaporation and recrystallization from ether-methylene chloride yields 2-aminomethyl-3-(4-methoxycarbonylbutyl)pyridine hydrochloride, m.p. 79°-81°.

Workup

  1. filtrationFiltration, evaporation and recrystallization from ether-methylene chloride

Sources & evidence

ORD record
ord-31d8ad1b90554feb9c99da7af9a78681
Source dataset
uspto-grants-1984_04
Patent number
US04444775

Reaction notes

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