Hydrochloride methanol → N~1~-(4-Fluoroisoquinolin-5-yl)cyclohexane-1,4-diamine--hydrogen chloride (1/1)

HRID 10534Notes

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

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979940HCID 21979940, compound

Product 1

HCID 21979775N~1~-(4-Fluoroisoquinolin-5-yl)cyclohexane-1,4-diamine--hydrogen chloride (1/1)

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)
  4. customThe deposited precipitates
  5. filtrationwere collected by filtration
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-111ff57987e04934a9f32b32aff15edd
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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