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Hydrochloride methanol → 3-[(1-Amino-5-isoquinolyl)oxy]methylpiperidine hydrochloride

HRID 10504
Notes
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Reaction equation

HRID 10504 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][O:15][C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][N:20]=[C:21]3[NH2:26])[CH2:9]1)=O)(C)(C)C.[ClH:27].CO>>[ClH:27].[NH2:26][C:21]1[C:22]2[C:17](=[C:16]([O: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 21979953HCID 21979953, compound

Product 1

HCID 219798433-[(1-Amino-5-isoquinolyl)oxy]methylpiperidine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 23 (179 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 (132 mg) as white powdery solid.

Workup

  1. custom(50° C., 2 hours)
  2. customthe solvent was evaporated under reduced pressure
  3. addition
The 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-31ed84e073364a278a09080c0b0a2456
    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