4-(3-Chloro-isoquinolin-1-ylamino)-piperidine-1-carboxylic acid tert-butyl ester → (3-Chloro-isoquinolin-1-yl)-piperidin-4-yl-amine dihydrochloride

HRID 2355573Notes

Reaction equation

HRID 2355573 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[C:17]([Cl:25])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[ClH:25].[ClH:25].[Cl:25][C:17]1[N:16]=[C:15]([NH:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[C:24]2[C:19]([CH:18]=1)=[CH:20][CH:21]=[CH:22][CH:23]=2

Participants

4

Reactant 1

HCID 866185584-(3-Chloro-isoquinolin-1-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 86618559(3-Chloro-isoquinolin-1-yl)-piperidin-4-yl-amine dihydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(3-chloro-isoquinolin-1-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.14 g, 3.15 mmol) in 4 M HCl in dioxane (100 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): 262.3 [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-ba0000ea732c4ac9aa360ebcb9e156bc
Source dataset
uspto-grants-2010_07
Patent number
US07754744B2

Reaction notes

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