HCID 63970252, compound → HCID 66806031, compound

HRID 1046580Notes

Reaction equation

HRID 1046580 reaction equation
[CH3:1][CH:2]([CH3:12])[C:3]([C:6]1[CH:11]=[N:10][CH:9]=[CH:8][N:7]=1)([OH:5])[CH3:4]>[Pt](=O)=O.CO>[CH3:1][CH:2]([CH3:12])[C:3]([CH:6]1[CH2:11][NH:10][CH2:9][CH2:8][NH:7]1)([OH:5])[CH3:4]

Participants

4

Reactant 1

HCID 63970252HCID 63970252, compound

Product 1

HCID 66806031HCID 66806031, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalyst2×HCID 887MethanolSolvent

Procedure

A PARR vessel was charged with platinum dioxide (1 g, 4.404 mmol), methanol (70 mL) and 3-methyl-2-pyrazin-2-yl-butan-2-ol (5 g, 30.08 mmol). The vessel was shaken in the PARR under a 60 psi H2 pressure for 24 hours. As the reaction did not go to completion, more platinum dioxide (˜300 mg) was added and the reaction mixture was shaken in the PARR for another 24 hours. The catalyst was filtered off and the filtrate was concentrated in vacuo to give the title compound as a colourless oil (5 g; 97%). 1H NMR (CDCl3) 0.85-0.90 (3H, m), 0.97-1.06 (6H, m), 1.70-1.90 (3H, m), 2.60-2.70 (3H, m), 2.80-2.90 (2H, m), 3.05-3.10 (2H, m).

Workup

  1. additionwas added
  2. stirringthe reaction mixture was shaken in the PARR for another 24 hours
  3. filtrationThe catalyst was filtered off
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-526d011fe0ba40bab3036eb6eeaa8876
Source dataset
uspto-grants-2013_10
Patent number
US08569337B2

Reaction notes

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