Hydrochloride methanol → 4-(Methanesulfonyl)-N-(piperidin-4-yl)isoquinolin-5-amine--hydrogen chloride (1/1)

HRID 10538Notes

Reaction equation

HRID 10538 reaction equation
[CH3:1][S:2]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[NH:15][CH:16]2[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]2)[CH:8]=[N:7][CH:6]=1)(=[O:4])=[O:3].[ClH:29].CO>>[ClH:29].[CH3:1][S:2]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[NH:15][CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:8]=[N:7][CH:6]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979949HCID 21979949, compound

Product 1

HCID 219797574-(Methanesulfonyl)-N-(piperidin-4-yl)isoquinolin-5-amine--hydrogen chloride (1/1)

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 80 (40.9 mg) and 10% hydrogen chloride/methanol solution (1 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 (11.4 mg) as brown 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-5f8fc3e5b08c415e8eb79577e5b04040
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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