methyl 3-(1-methyl-1H-pyrazol-4-yl)prop-2-enoate → Methyl 3-(1-methyl-1H-pyrazol-4-yl)propanoate
Reaction equation
[CH3:1][N:2]1[CH:6]=[C:5](/[CH:7]=[CH:8]/[C:9]([O:11][CH3:12])=[O:10])[CH:4]=[N:3]1>C(O)C.[Pd]>[CH3:1][N:2]1[CH:6]=[C:5]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:4]=[N:3]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 40 °C
Procedure
To a solution of methyl ((E)-Methyl 3-(1-methyl-1H-pyrazol-4-yl)acrylate (18 g, 108 mmol) in ethanol (300 ml) was added Pd/C (4 g, 37.6 mmol) at room temperature. The reaction mixture was stirred at 40° C. for 12 h under hydrogen. The reaction mixture was cooled to room temperature, then the solid was removed by filtration. The filtrate was concentrated in vacuo to give the title compound as colorless oil (17.8 g, 80% yield). LCMS: rt=1.27 min, [M+H+]=169
Workup
- temperatureThe reaction mixture was cooled to room temperature
- customthe solid was removed by filtration
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-947543c1915b4dbba49ab722cdfaa869
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09174968B2
Reaction notes
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