4-(2-Chloro-5-methoxy-pyrimidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester → (2-Chloro-5-methoxy-pyrimidin-4-yl)-piperidin-4-yl-amine dihydrochloride

HRID 2242979Notes

Reaction equation

HRID 2242979 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[C:20]([O:21][CH3:22])=[CH:19][N:18]=[C:17]([Cl:23])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.Cl.O1CCOCC1>[ClH:23].[ClH:23].[Cl:23][C:17]1[N:16]=[C:15]([NH:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[C:20]([O:21][CH3:22])=[CH:19][N:18]=1

Participants

5

Reactant 1

HCID 866185494-(2-Chloro-5-methoxy-pyrimidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86618550(2-Chloro-5-methoxy-pyrimidin-4-yl)-piperidin-4-yl-amine dihydrochloride

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(2-chloro-5-methoxy-pyrimidin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.43 g, 4.17 mmol) in dichloromethane (10 mL) and 4 M HCl in dioxane (40 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): 243.3 [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-4d4f44c312d84d729b6e517291f2a053
Source dataset
uspto-grants-2010_03
Patent number
US07674804B2

Reaction notes

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