Hydrochloride methanol → 4-(4-Chloro-5-isoquinolyl)aminopiperidine hydrochloride

HRID 10552Notes

Reaction equation

HRID 10552 reaction equation
[Cl: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.Cl.CO>>[ClH:1].[Cl: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 219798504-(4-Chloro-5-isoquinolyl)amino-1-(tert-butoxycarbonyl)piperidine

Product 1

HCID 219798954-(4-Chloro-5-isoquinolyl)aminopiperidine hydrochlorideYield 230.4%

Procedure

According to the method of Example 1, Step C, deprotection was performed (room temperature, 2 hours) by using Intermediate 91 (53.5 mg) and 10% hydrogen chloride/methanol solution (2 ml). The solvent was evaporated under reduced pressure, and 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 (50.8 mg) as light yellow powdery solid.

Workup

  1. custom(room temperature, 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-caa7bc7c670f452e8af4aeec035bb7bb
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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