Hydrochloride methanol → N-[(4-Methyl-5-isoquinolyl)sulfonyl]-N-(3-phenylpropyl)-1,3-propylenediamine hydrochloride

HRID 10495Notes

Reaction equation

HRID 10495 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][N:12]([S:22]([C:25]1[CH:34]=[CH:33][CH:32]=[C:31]2[C:26]=1[C:27]([CH3:35])=[CH:28][N:29]=[CH:30]2)(=[O:24])=[O:23])[CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O)(C)(C)C.[ClH:36].CO>>[ClH:36].[CH3:35][C:27]1[C:26]2[C:31](=[CH:32][CH:33]=[CH:34][C:25]=2[S:22]([N:12]([CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:11][CH2:10][CH2:9][NH2:8])(=[O:23])=[O:24])[CH:30]=[N:29][CH:28]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979888N-(tert-butoxycarbonyl)-N'-[(4-methyl-5-isoquinolyl)sulfonyl]-N'-(3-phenylpropyl)-1,3-propylenediamine

Product 1

HCID 21979742N-[(4-Methyl-5-isoquinolyl)sulfonyl]-N-(3-phenylpropyl)-1,3-propylenediamine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (5° C., 2 hours) by using Intermediate 8 (87 mg) and 10% hydrogen chloride/methanol solution (5 ml). The reaction mixture was cooled to room temperature, and 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 (70 mg) as white powdery solid.

Workup

  1. custom(5° 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-a776e1ae388e4dcfab81dc757e40f082
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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