Hydrochloric Acid → N-(piperidin-4-yl)pyridin-3-amine dihydrochloride

HRID 547894Notes

Reaction equation

HRID 547894 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:21]>O1CCOCC1>[ClH:21].[ClH:21].[NH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22499486Tert-butyl 4-[(pyridin-3-yl)amino]piperidine-1-carboxylate

Product 1

HCID 67195943N-(piperidin-4-yl)pyridin-3-amine dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 4-(pyridin-3-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.37 g, 5.00 mmol) in dioxane (20 mL) and 4 M HCl in dioxane (20 mL) was stirred at rt for 2 h. The solvent was removed under reduced pressure and the crude product used in the consecutive step without further purification assuming quantitative deprotection and formation of the dihydrochloride salt. MS (ISP): 178.3 [M+H]+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product used in the consecutive step without further purification

Sources & evidence

ORD record
ord-775118b0e2374af5b3eae8074d65f6c6
Source dataset
uspto-grants-2011_05
Patent number
US07939661B2

Reaction notes

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