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

HRID 1748053Notes

Reaction equation

HRID 1748053 reaction equation
[ClH:1].CCOC(C)=O.[OH:8][C:9]1([C:21]2[C:22]([NH:27]C(=O)OC(C)(C)C)=[N:23][CH:24]=[CH:25][CH:26]=2)[CH2:14][CH2:13][CH:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][CH2:10]1>>[ClH:1].[NH2:27][C:22]1[C:21]([C:9]2([OH:8])[CH2:14][CH2:13][CH:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:11][CH2:10]2)=[CH:26][CH:25]=[CH:24][N:23]=1

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-76d20945077946679a5629506d6268f0
Source dataset
uspto-grants-2015_10
Patent number
US09150591B2

Reaction notes

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