HCID 20145212, compound → HCID 20145176, compound

HRID 648657Notes

Reaction equation

HRID 648657 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[C:6]([CH:8]([CH:12]([C:22]([NH2:24])=[O:23])[C:13]2[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=2)[CH2:9][CH2:10][CH3:11])[CH:7]=1.[H][H]>C(O)C.[Pd]>[N:25]1([C:5]2[CH:4]=[CH:3][CH:2]=[CH:7][C:6]=2[CH:8]([CH:12]([C:22]([NH2:24])=[O:23])[C:13]2[CH:21]=[CH:20][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=2)[CH2:9][CH2:10][CH3:11])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]1

Participants

5

Reactant 2

HCID 20145212HCID 20145212, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20145176HCID 20145176, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

One gram (2.33 m mol) of 4-[(1-(5-chloro-2-piperidinophenyl)-1-butyl)-aminocarbonylmethyl]-benzoic acid in 40 ml of absolute ethanol was hydrogenated on 0.5 gm of 10% palladium/charcoal at 50° C. and under 5 bar of hydrogen. After two hours, the catalyst was filtered off over kieselguhr, and the filtrate was concentrated by evaporation in vacuo. The evaporation residue was distributed at pH 6 between water and ethyl acetate. The organic extract was washed with water, dried, filtered, and evaporated in vacuo.

Workup

  1. filtrationthe catalyst was filtered off over kieselguhr
  2. concentrationthe filtrate was concentrated by evaporation in vacuo
  3. extractionThe organic extract
  4. washwas washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-520e625b59054f978c9441a6f29369ca
Source dataset
uspto-grants-1988_04
Patent number
US04735959

Reaction notes

Loading…