Hydrochloric Acid → 2-(Piperidin-4-ylamino)-pyrimidine-4-carboxylic acid methyl ester dihydrochloride

HRID 2264421Notes

Reaction equation

HRID 2264421 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][CH:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)[N:6]=1)=[O:4].[ClH:25]>C(O)C.O1CCOCC1>[ClH:25].[ClH:25].[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[N:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 687827492-(1-tert-Butoxycarbonyl-piperidin-4-ylamino)-pyrimidine-4-carboxylic acid methyl ester

Product 1

HCID 687835452-(Piperidin-4-ylamino)-pyrimidine-4-carboxylic acid methyl ester dihydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-(1-tert-butoxycarbonyl-piperidin-4-ylamino)-pyrimidine-4-carboxylic acid methyl ester (0.48 g, 1.43 mmol) in ethanol (10 mL) and 4 M HCl in dioxane (10 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): 237.4 [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-8a5105d4a36e4b5ab26153028e9a5d91
Source dataset
uspto-grants-2010_12
Patent number
US07855194B2

Reaction notes

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