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Hydrogen chloride-ethyl acetate → 1-(2-Aminopyridin-3-yl)-4-phenylcyclohexanol hydrochloride

HRID 1405854
Notes
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Reaction equation

HRID 1405854 reaction equation
[ClH:1].CCOC(C)=O.C(OC(=O)[NH:14][C:15]1[C:20]([C:21]2([OH:33])[CH2:26][CH2:25][CH:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:23][CH2:22]2)=[CH:19][CH:18]=[CH:17][N:16]=1)(C)(C)C>>[ClH:1].[NH2:14][C:15]1[C:20]([C:21]2([OH:33])[CH2:26][CH2:25][CH:24]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:23][CH2:22]2)=[CH:19][CH:18]=[CH:17][N:16]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86690661Tert-butyl[3-(1-hydroxy-4-phenylcyclohexyl)pyridin-2-yl]carbamate

Product 1

HCID 667483871-(2-Aminopyridin-3-yl)-4-phenylcyclohexanol hydrochloride

Procedure

4N HCl-EtOAc (5 mL) was added to tert-butyl[3-(1-hydroxy-4-phenylcyclohexyl)pyridin-2-yl]carbamate (450 mg) and the mixture was stirred at room temperature overnight. The resulted precipitates were collected and dried in vacuo to give 1-(2-aminopyridin-3-yl)-4-phenylcyclohexanol hydrochloride.

Workup

  1. customThe resulted precipitates
  2. customwere collected
  3. customdried in vacuo

Sources & evidence

ORD record
ord-461400c137c0465bb823a8aa5cac2850
Source dataset
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08916551B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes