Piperidine → HCID 14551507, compound

HRID 1199935Notes

Reaction equation

HRID 1199935 reaction equation
[C:1]([C:3]1[C:12](=[O:13])[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:4]=1SC)#[N:2].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>C(#N)C>[C:1]([C:3]1[C:12](=[O:13])[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:4]=1[N:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)#[N:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 14372631HCID 14372631, compound

Product 1

HCID 14551507HCID 14551507, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1.44 g of 3-cyano-1-ethoxycarbonyl- 2-methylthio-4H-quinolizin-4-one and 5.0 ml of piperidine in 10 ml of acetonitrile was heated under reflux for 10 hours. The reaction mixture was concentrated under reduced pressure and the residue was chromatographed on a silica gel column using a mixed solvent of ethyl acetate and n-hexane (2:1) as an eluent to obtain 0.95 g of 3-cyano-1-ethoxycarbonyl-2-piperidino-4H-quinolizin-4-one.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 10 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was chromatographed on a silica gel column

Sources & evidence

ORD record
ord-4f834d7d8b094e70bbbbe295e10d9d81
Source dataset
uspto-grants-1990_02
Patent number
US04904657

Reaction notes

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