HCID 19030891, compound → HCID 19031162, compound

HRID 1648552Notes

Reaction equation

HRID 1648552 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][C:15]2=[O:16])[CH:10]([CH3:25])[CH2:9]1)C1C=CC=CC=1>[C].[Pd].C(O)(=O)C>[CH3:25][CH:10]1[CH:11]([N:14]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][C:15]2=[O:16])[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 1

HCID 19030891HCID 19030891, compound

Product 1

HCID 19031162HCID 19031162, compoundYield 65.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

Acetic acid (30 ml) and 1-(1-benzyl-3-methyl-4-piperidinyl)carbostyril (2.1 g) are added to 10 % palladium-carbon (0.5 g) and the mixture is subjected to catalytic reduction at 80° C. under atmospheric pressure. After the catalytic reduction, 10 % palladium-carbon is filtered off and the filtrate is concentrated under reduced pressure. Water is added to the residue and the mixture is basified with aqueous sodium hydroxide solution and then extracted with dichloromethane. After washed with water, the extract is dried with magnesium sulfate and the solvent is distilled off under reduced pressure to give 1-(3-methyl-4-piperidinyl)-3,4-dihydrocarbostyril (1.01 g).

Workup

  1. customis subjected to catalytic reduction at 80° C. under atmospheric pressure
  2. filtrationAfter the catalytic reduction, 10 % palladium-carbon is filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionWater is added to the residue
  5. extractionextracted with dichloromethane
  6. washAfter washed with water
  7. dry with materialthe extract is dried with magnesium sulfate
  8. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-5b5c0c2dac1946eaa89be15741865b80
Source dataset
uspto-grants-1995_07
Patent number
US05436254

Reaction notes

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