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Hydrochloride methanol → N-(4-Fluoro-5-isoquinolyl)-1,4-cyclohexanediamine hydrochloride

HRID 10534
Notes
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Reaction equation

HRID 10534 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH:12]([NH:15][C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[C:18]([F:26])=[CH:19][N:20]=[CH:21]3)[CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:27].CO>>[ClH:27].[F:26][C:18]1[C:17]2[C:22](=[CH:23][CH:24]=[CH:25][C:16]=2[NH:15][CH:12]2[CH2:13][CH2:14][CH:9]([NH2:8])[CH2:10][CH2:11]2)[CH:21]=[N:20][CH:19]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979940HCID 21979940, compound

Product 1

HCID 21979775N-(4-Fluoro-5-isoquinolyl)-1,4-cyclohexanediamine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 77 (90.8 mg) and 10% hydrogen chloride/methanol solution (2 ml). The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. The residue was added with methanol (1 ml) and diethyl ether (3 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (75.4 mg).

Workup

  1. custom(50° C., 2 hours)
  2. customthe solvent was evaporated under reduced pressure
  3. additionThe residue was added with methanol (1 ml) and diethyl ether (3 ml)
  • customThe deposited precipitates
  • filtrationwere collected by filtration
  • washwashed with diethyl ether
  • Sources & evidence

    ORD record
    ord-111ff57987e04934a9f32b32aff15edd
    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