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

HRID 10503Notes

Reaction equation

HRID 10503 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][N:17]=[C:18]2[NH2:23])=O)(C)(C)C.[ClH:24].CO>>[ClH:24].[NH2:23][C:18]1[C:19]2[C:14](=[C:13]([O:12][CH2:11][CH2:10][CH2:9][NH2:8])[CH:22]=[CH:21][CH:20]=2)[CH:15]=[CH:16][N:17]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979977N-(tert-butoxycarbonyl)-3-[(1-amino-5-isoquinolyl)oxy]propylamine

Product 1

HCID 219798583-[(1-Amino-5-isoquinolyl)oxy]propylamine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 20 (159 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 (116 mg) as white 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-40b53d9bfdf444818e70852330749f6c
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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