HCID 54132369, compound → 6-(4-Hydroxypiperidino)-3,4-dihydrocarbostyril

HRID 487346Notes

Reaction equation

HRID 487346 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]([N+:21]([O-])=O)=[C:12]([CH:20]=2)[CH:13]=[CH:14][C:15](OCC)=[O:16])[CH2:4][CH2:3]1>[Pd].C(O)(=O)C>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:20]=[C:12]3[C:11](=[CH:10][CH:9]=2)[NH:21][C:15](=[O:16])[CH2:14][CH2:13]3)[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 54132369HCID 54132369, compound

Product 1

HCID 190947066-(4-Hydroxypiperidino)-3,4-dihydrocarbostyrilYield 47.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A suspension of 5.2 g of ethyl 5-(4-hydroxypiperidino)-2-nitrocinnamate and 1 g of 5% palladium on carbon in 50 ml of acetic acid was stirred under a hydrogen atmosphere at 50° C. for 14 hr. The catalyst was filtrated off and the filtrate was concentrated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography and recrystallized from ethanol to give 1.9 g of 6-(4-hydroxypiperidino)-3,4-dihydrocarbostyril.

Workup

  1. filtrationThe catalyst was filtrated off
  2. concentrationthe filtrate was concentrated under a reduced pressure
  3. customThe resulting residue was purified by a silica gel column chromatography
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-44aeb4b7df9541bbbdc0ad8a4d14179a
Source dataset
uspto-grants-1994_03
Patent number
US05294718

Reaction notes

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