2,2-Dimethyl-1-(pyrazin-2-yl)cyclopropanol → 2,2-Dimethyl-1-(piperazin-2-yl)cyclopropanol

HRID 1046578Notes

Reaction equation

HRID 1046578 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:4][C:3]1([C:6]1[CH:11]=[N:10][CH:9]=[CH:8][N:7]=1)[OH:5]>CO.[Pt]=O>[CH3:1][C:2]1([CH3:12])[CH2:4][C:3]1([CH:6]1[CH2:11][NH:10][CH2:9][CH2:8][NH:7]1)[OH:5]

Participants

4

Reactant 1

HCID 157340522,2-Dimethyl-1-(pyrazin-2-yl)cyclopropanol

Product 1

HCID 671817732,2-Dimethyl-1-(piperazin-2-yl)cyclopropanolYield 97.9%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A suspension of 2,2-dimethyl-1-(pyrazin-2-yl)cyclopropanol (1 g, 6 mmol) and platinum oxide (150 mg; 0.66 mmol) in methanol (15 ml) was shaken under a 60 psi H2 pressure using a PARR hydrogenator for 24 hours. The suspension was filtered over a celite pad and the filtrate was concentrated under reduced pressure to afford the title compound as a beige oil (1 g, 95%). 1H NMR (CD3OD) 0.90 (2H, s), 1.20-1.25 (6H, m), 2.45-2.50 (1H, m), 2.60-3.00 (5H, m), 3.30-3.40 (1H, m).

Workup

  1. customfor 24 hours
  2. filtrationThe suspension was filtered over a celite pad
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-acb01e9494164aaa9b2a2a2f634eb20a
Source dataset
uspto-grants-2013_10
Patent number
US08569337B2

Reaction notes

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