tert-Butyl 4-((2-chloropyrimidin-4-yl)amino)piperidine-1-carboxylate → (2-Chloro-pyrimidin-4-yl)-piperidin-4-yl-amine dihydrochloride

HRID 2242964Notes

Reaction equation

HRID 2242964 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>C(O)C.Cl.O1CCOCC1>[ClH:21].[ClH:21].[Cl:21][C:17]1[N:16]=[C:15]([NH:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:20]=[CH:19][N:18]=1

Participants

5

Reactant 1

HCID 22309647tert-Butyl 4-((2-chloropyrimidin-4-yl)amino)piperidine-1-carboxylate

Product 1

HCID 86618538(2-Chloro-pyrimidin-4-yl)-piperidin-4-yl-amine dihydrochloride

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(2-chloro-pyrimidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (3.2 g, 10.23 mmol) in ethanol (40 mL) and 4 M HCl in dioxane (70 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): 213.3 [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-6fa60ac044b440989f23e569c430c2b5
Source dataset
uspto-grants-2010_03
Patent number
US07674804B2

Reaction notes

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