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Hydrochloride methanol → N-(Piperidin-3-ylmethyl)isoquinolin-5-amine hydrochloride

HRID 10515
Notes
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Reaction equation

HRID 10515 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][NH:15][C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][N:20]=[CH:21]3)[CH2:9]1)=O)(C)(C)C.[ClH:26].CO>>[ClH:26].[CH:21]1[C:22]2[C:17](=[C:16]([NH:15][CH2:14][CH:10]3[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]3)[CH:25]=[CH:24][CH:23]=2)[CH:18]=[CH:19][N:20]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 219799261-(Tert-butoxycarbonyl)-3-(5-isoquinolyl)aminomethylpiperidine

Product 1

HCID 21979978N-(Piperidin-3-ylmethyl)isoquinolin-5-amine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 34 (171 mg) and 10% hydrogen chloride/methanol solution (2.5 ml). The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. The residue was added with methanol (0.5 ml) and diethyl ether (1.5 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (139 mg) as light yellow powdery solid.

Workup

  1. custom(50° C., 2 hours)
  2. custom
the solvent was evaporated under reduced pressure
  • additionThe residue was added with methanol (0.5 ml) and diethyl ether (1.5 ml)
  • customThe deposited precipitates
  • filtrationwere collected by filtration
  • washwashed with diethyl ether
  • Sources & evidence

    ORD record
    ord-919d2c5e1db54d07986b3c573f3147b2
    Source dataset
    uspto-grants-2006_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07094789B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes