4-(8-Chloro-quinolin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester → (8-Chloro-quinolin-2-yl)-piperidin-4-yl-amine dihydrochloride

HRID 913098Notes

Reaction equation

HRID 913098 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[C:18]([Cl:25])[CH:19]=[CH:20][CH:21]=3)[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[ClH:25].[ClH:25].[Cl:25][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:17]=1[N:16]=[C:15]([NH:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[CH:24]=[CH:23]2

Participants

4

Reactant 1

HCID 673978104-(8-Chloro-quinolin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67400625(8-Chloro-quinolin-2-yl)-piperidin-4-yl-amine dihydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(8-chloro-quinolin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (1.30 g, 3.59 mmol) in 4 M HCl in dioxane (120 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-dc48871fbe0f4e0abf17fc8518e14819
Source dataset
uspto-grants-2011_09
Patent number
US08026255B2

Reaction notes

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