tert-Butyl 4-((2-chloro-6-methylpyrimidin-4-yl)amino)piperidine-1-carboxylate → (2-Chloro-6-methyl-pyrimidin-4-yl)-piperidin-4-yl-amine dihydrochloride

HRID 2242967Notes

Reaction equation

HRID 2242967 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[C:19]([CH3:21])[N:18]=[C:17]([Cl:22])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[ClH:22].[ClH:22].[Cl:22][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]=[C:19]([CH3:21])[N:18]=1

Participants

4

Reactant 1

HCID 60137289tert-Butyl 4-((2-chloro-6-methylpyrimidin-4-yl)amino)piperidine-1-carboxylate

Product 1

HCID 86618540(2-Chloro-6-methyl-pyrimidin-4-yl)-piperidin-4-yl-amine dihydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(2-chloro-6-methyl-pyrimidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.15 g, 3.52 mmol) in 4 M HCl in dioxane (70 mL) was stirred at rt for 1 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): 225.3 [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-f626ebda841245379ae687d78efc2b05
Source dataset
uspto-grants-2010_03
Patent number
US07674804B2

Reaction notes

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