Hydrochloride methanol → N-(5-Isoquinolyl)-N'-methyl-1,3-propylenediamine hydrochloride

HRID 10509

Reaction equation

HRID 10509 reaction equation
C(O[C:6]([N:8](C)[CH2:9][CH2:10][CH2:11][NH:12][C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][N:17]=[CH:18]2)=O)(C)(C)C.[ClH:24].CO>>[ClH:24].[CH:18]1[C:19]2[C:14](=[C:13]([NH:12][CH2:11][CH2:10][CH2:9][NH:8][CH3:6])[CH:22]=[CH:21][CH:20]=2)[CH:15]=[CH:16][N:17]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979883N-(tert-butoxycarbonyl)-N-methyl-N'-(5-isoquinolyl)-1,3-propylenediamine

Product 1

HCID 21979765N-(5-Isoquinolyl)-N'-methyl-1,3-propylenediamine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (room temperature, 31 hours) by using Intermediate 29 (325 mg) and 10% hydrogen chloride/methanol solution (5 ml). The solvent was evaporated under reduced pressure, and 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 (273 mg) as light yellow powdery solid.

Workup

  1. custom(room temperature, 31 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-e9e223d3e3e74eb7b824227dc02c0a1d
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Linked notes

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