Methanol → HCID 57879314, compound

HRID 1673453Notes

Reaction equation

HRID 1673453 reaction equation
CO.[C:3]([NH:11][C:12]1[CH:20]=[C:19]([CH:21]2[CH2:25][CH2:24][CH:23]=[CH:22]2)[CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>[C].[Pd].C(OCC)(=O)C>[C:3]([NH:11][C:12]1[CH:20]=[C:19]([CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 57879367HCID 57879367, compound

Product 1

HCID 57879314HCID 57879314, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5.0 mg of 5% palladium-carbon was added to a mixed solution of 1.0 mL of methanol and 0.5 mL of ethyl acetate containing 25 mg of 2-(benzamido)-4-(2-cyclopenten-1-yl)benzoic acid and stirred at room temperature under hydrogen atmosphere for 7 hours and then at 40° C. for 8 hours and stirred at 45° C. for 15 hours. Insoluble were removed by filtration and the solvent was evaporated under reduced pressure. Methanol was added to the obtained residue and a solid substance was separated by filtration to obtain 16 mg of 2-(benzamido)-4-cyclopentyl benzoic acid as white solid.

Workup

  1. waitat 40° C. for 8 hours
  2. stirringstirred at 45° C. for 15 hours
  3. customInsoluble were removed by filtration
  4. customthe solvent was evaporated under reduced pressure
  5. additionMethanol was added to the obtained residue
  6. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-78a3628595f74901b71bec602666574a
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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