HCID 86692494, compound → HCID 86692495, compound

HRID 1748544Notes

Reaction equation

HRID 1748544 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([N:11]3[C:15]([CH3:16])=[C:14]([C:17]([OH:19])=[O:18])[CH:13]=[N:12]3)[C:7](Cl)=[N:8][CH:9]=2)[CH2:3][CH2:2]1>C(O)C>[CH:1]1([C:4]2[CH:5]=[C:6]([N:11]3[C:15]([CH3:16])=[C:14]([C:17]([OH:19])=[O:18])[CH:13]=[N:12]3)[CH:7]=[N:8][CH:9]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 1

HCID 86692494HCID 86692494, compound

Product 1

HCID 86692495HCID 86692495, compoundYield 52.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Under hydrogen atmosphere, a mixed solution of 1-(5-cyclopropyl-2-chloropyridin-3-yl)-5-methyl-1H-pyrazole-4-carboxylic acid (400 mg) in Reference Example 121 and palladium-activated carbon ethylenediamine complex (100 mg) in ethanol (50 ml) was stirred at room temperature. After completion of the reaction, the solution was filtered through Celite, and the solvent was evaporated in vacuo. The obtained residue was purified with silica gel chromatography (chloroform/methanol) to give the titled compound (184 mg) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe solution was filtered through Celite
  3. customthe solvent was evaporated in vacuo
  4. customThe obtained residue was purified with silica gel chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-b466e5be4deb4e9eb1a29556555dca15
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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