Hydrochloric Acid → 5-Phenyl-N-(piperidin-4-yl)pyrimidin-2-amine Dihydrochloride

HRID 2264436Notes

Reaction equation

HRID 2264436 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:17][N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:27]>C(O)C.O1CCOCC1>[ClH:27].[ClH:27].[C:21]1([C:18]2[CH:19]=[N:20][C:15]([NH:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:16][CH:17]=2)[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 687813734-(5-Phenyl-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 687818665-Phenyl-N-(piperidin-4-yl)pyrimidin-2-amine Dihydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-(5-phenyl-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.06 g, 3.00 mmol) in ethanol (10 mL) was added 4 M HCl in dioxane (10 mL) and the reaction mixture 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): 255.6 [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-af95a0bae96b44b7a738907e7032ec15
Source dataset
uspto-grants-2010_12
Patent number
US07855194B2

Reaction notes

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