HCID 86658574, compound → HCID 67433397, compound

HRID 1520222Notes

Reaction equation

HRID 1520222 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([CH2:7][N:8]2[C:12](/[CH:13]=[CH:14]/[O:15][CH3:16])=[C:11]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:10]=[N:9]2)=[CH:5][CH:4]=1>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:12]([CH2:13][CH2:14][O:15][CH3:16])=[C:11]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:10]=[N:9]2)=[CH:22][CH:23]=1

Participants

4

Reactant 1

HCID 86658574HCID 86658574, compound

Product 1

HCID 67433397HCID 67433397, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

According to Scheme 17 Step 3: To a mixture of (E)-ethyl 1-(4-methoxybenzyl)-5-(2-methoxyvinyl)-1H-pyrazole-4-carboxylate (1.58 mmol, 500 mg) in MeOH (7.9 mL) was hydrogenated in a H-Cube® with Pd/C under a 20 bar H2 atmosphere. The reaction mixture was filtered through celite and the filtrate was concentrated to dryness to afford ethyl 1-(4-methoxybenzyl)-5-(2-methoxyethyl)-1H-pyrazole-4-carboxylate (1.57 mmol, 500 mg, 99%).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-6dbec415e39f47328f1f34c43357d09d
Source dataset
uspto-grants-2015_07
Patent number
US09073907B2

Reaction notes

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