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

HRID 10492Notes

Reaction equation

HRID 10492 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[CH:27]=[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:35].CO>>[ClH:35].[CH:30]1[C:31]2[C:26](=[C:25]([S:22]([N:12]([CH2:13][CH2:14][CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:11][CH2:10][CH2:9][NH2:8])(=[O:23])=[O:24])[CH:34]=[CH:33][CH:32]=2)[CH:27]=[CH:28][N:29]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979966N-(tert-butoxycarbonyl)-N'-[(5-isoquinolyl)sulfonyl]-N'-(3-phenylpropyl)-1,3-propylenediamine

Product 1

HCID 11293051N-[(5-Isoquinolyl)sulfonyl]-N-(3-phenylpropyl)-1,3-propylenediamine hydrochloride

Procedure

Intermediate 2 (913 mg) was added with 10% hydrogen chloride/methanol solution (18 ml, Tokyo Kasei Kogyo) at room temperature and stirred for 25 minutes under reflux by heating. After the reaction, the solvent was evaporated under reduced pressure, and the residue was crystallized from a mixed solvent of methanol and diethyl ether to obtain the title compound (653 mg).

Workup

  1. temperatureunder reflux
  2. temperatureby heating
  3. customAfter the reaction
  4. customthe solvent was evaporated under reduced pressure
  5. customthe residue was crystallized from a mixed solvent of methanol and diethyl ether

Sources & evidence

ORD record
ord-62100151a08f44888e9b9f008aa8d719
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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