Hydrochloride methanol → 4-Methyl-N-(piperidin-4-YL)isoquinolin-5-amine hydrochloride

HRID 10532

Reaction equation

HRID 10532 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)[CH:5]=[N:4][CH:3]=1.[ClH:26].CO>>[ClH:26].[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:5]=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 219798074-(4-Methyl-5-isoquinolyl)amino-1-(tert-butoxycarbonyl)piperidine

Product 1

HCID 219798104-Methyl-N-(piperidin-4-YL)isoquinolin-5-amine hydrochloride

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 75 (90.7 mg) and 10% hydrogen chloride/methanol solution (2 ml). The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure. The residue was added with methanol (2 ml) and diethyl ether (6 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (90.4 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 (2 ml) and diethyl ether (6 ml)
  4. customThe deposited precipitates
  5. filtrationwere collected by filtration
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-b671ee9a0ae746f496e932de4e8b9c07
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Linked notes

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