Hydrochloride methanol → N-(5-Isoquinolyl)ethylenediamine hydrochloride

HRID 10506

Reaction equation

HRID 10506 reaction equation
C(OC([NH:8][CH2:9][CH2:10][NH:11][C:12]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:13]=1[CH:14]=[CH:15][N:16]=[CH:17]2)=O)(C)(C)C.[ClH:22].CO>>[ClH:22].[CH:17]1[C:18]2[C:13](=[C:12]([NH:11][CH2:10][CH2:9][NH2:8])[CH:21]=[CH:20][CH:19]=2)[CH:14]=[CH:15][N:16]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979917N-(tert-butoxycarbonyl)-N'-(5-isoquinolyl)ethylenediamine

Product 1

HCID 21979755N-(5-Isoquinolyl)ethylenediamine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 27 (287 mg) and 10% hydrogen chloride/methanol solution (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 (1 ml) and diethyl ether (3 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (252 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 (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-83ccd6a730cf4a3f904464d1133a0cd4
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Linked notes

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