2-Propyn-1-ol, 3-(2-pyrimidinyl)- (9CI) → 2-Pyrimidinepropanol

HRID 1392133Notes

Reaction equation

HRID 1392133 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[C:7]#[C:8][CH2:9][OH:10]>C(OCC)(=O)C.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[CH2:7][CH2:8][CH2:9][OH:10]

Participants

4

Reactant 1

HCID 219193932-Propyn-1-ol, 3-(2-pyrimidinyl)- (9CI)

Product 1

HCID 109755572-Pyrimidinepropanol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-(2-pyrimidyl) prop-2-yn-1-ol (4.45 g; 0.033 M) was dissolved in ethyl acetate (140 mL), 10% Pd/C (890 mg) was added and the mixture stirred under an atmosphere of hydrogen for 6 hours. The reaction mixture was filtered through Celite and the filtrate evaporated to give 3-(2-pyrimidyl) propan-1-ol as a yellow oil, 4.15 g (91%). NMR (CDCl3) 2.1 (2H, m), 3.2 (2H, t), 3.8 (2H, t), 7.2 (1H, t), 8.7 (2H, d) MS found MH+139.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-2e5bcee9f458446588b2496890e02045
Source dataset
uspto-grants-2008_03
Patent number
US07342020B2

Reaction notes

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