Hydrochloric Acid → 3-Pyrimidin-2-yl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride

HRID 2202777Notes

Reaction equation

HRID 2202777 reaction equation
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][C:11]([OH:22])([C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH2:12]2)=O)(C)(C)C.[ClH:23]>O1CCOCC1>[ClH:23].[N:17]1[CH:18]=[CH:19][CH:20]=[N:21][C:16]=1[C:11]1([OH:22])[CH2:12][CH:13]2[NH:8][CH:9]([CH2:15][CH2:14]2)[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 674671473-Hydroxy-3-pyrimidin-2-yl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Product 1

HCID 674651293-Pyrimidin-2-yl-8-azabicyclo[3.2.1]octan-3-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-Hydroxy-3-pyrimidin-2-yl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.13 g, 0.426 mmol) was dissolved in a solution of hydrogen chloride in dioxane (4 N, 3 mL). The mixture was stirred for 1 hour and the solvent removed by evaporation under vacuum. The solid was triturated from ether to afford the title compound (0.113 g). LCMS m/z 206.1 [M+H]+. R.T.=0.34 min (Analytical Method 3).

Workup

  1. customthe solvent removed by evaporation under vacuum
  2. customThe solid was triturated from ether

Sources & evidence

ORD record
ord-2b0638e844eb413da1f8f08fce4d7cd7
Source dataset
uspto-grants-2016_06
Patent number
US09365564B2

Reaction notes

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