HCID 63970252, compound → HCID 66806031, compound

HRID 717599Notes

Reaction equation

HRID 717599 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-6f2b26253f17424b8580c98075ab610e
Source dataset
uspto-grants-2015_11
Patent number
US09193722B2

Reaction notes

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