Hydrochloride methanol → N-[(Piperidin-3-yl)methyl]isoquinolin-5-amine--hydrogen chloride (1/1)

HRID 10515Notes

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

Participants

3

Reactant 2

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

Product 1

HCID 21979978N-[(Piperidin-3-yl)methyl]isoquinolin-5-amine--hydrogen chloride (1/1)

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. customthe solvent was evaporated under reduced pressure
  3. additionThe residue was added with methanol (0.5 ml) and diethyl ether (1.5 ml)
  4. customThe deposited precipitates
  5. filtrationwere collected by filtration
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-919d2c5e1db54d07986b3c573f3147b2
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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