Hydrochloric Acid → 2-Methyl-3-(piperidin-4-yl)pyridine hydrochloride

HRID 1775349Notes

Reaction equation

HRID 1775349 reaction equation
[CH3:1][C:2]1[C:7]([CH:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:21]>CO>[ClH:21].[CH3:1][C:2]1[C:7]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131734738tert-Butyl 4-(2-methyl-3-pyridyl)piperidine-1-carboxylate

Product 1

HCID 898259702-Methyl-3-(piperidin-4-yl)pyridine hydrochlorideYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl 4-(2-methyl-3-pyridyl)piperidine-1-carboxylate (100 mg, 0.36 mmol) was dissolved in methanol (4 ml) and combined with hydrochloric acid (4N in dioxane, 10 ml) and the mixture was stirred at room temperature for two hours. The volatiles were removed under reduced pressure to yield 54 mg of a beige solid (0.25 mmol, 69%) MS (ESI) m/z=177.1 [M+1]+.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-ac158981a4d1402f8019e38bc8b14812
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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