Hydrochloric Acid → 4-(1-Hydroxy-5-isoquinolyl)aminopiperidine hydrochloride

HRID 10544Notes

Reaction equation

HRID 10544 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([NH:12][CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.Cl.C([OH:29])C>C(OCC)C>[ClH:1].[OH:29][C:2]1[C:11]2[C:6](=[C:7]([NH:12][CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 219798294-(1-Chloro-5-isoquinolyl)amino-1-(tert-butoxycarbonyl)piperidine

Product 1

HCID 1784190634-(1-Hydroxy-5-isoquinolyl)aminopiperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
85 °C

Procedure

Intermediate 84 (76.6 mg) was added with concentrated hydrochloric acid (1.5 ml) and stirred with heating at 85° C. for 7 hours. The reaction mixture was cooled to room temperature, and then the residue was added with ethanol (1 ml) and diethyl ether (2 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (55.5 mg) as white powdery solid.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe deposited precipitates
  3. filtrationwere collected by filtration
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-c220962fb2bf497885276694ceb1098c
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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