HCID 14770061, compound → HCID 14770062, compound

HRID 648553Notes

Reaction equation

HRID 648553 reaction equation
[O:1]=[C:2]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([C:18]([N:20]2[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22][CH2:21]2)=[O:19])=[C:8]2[N:3]1[CH2:4][CH2:5][C:6]1[CH:29]=[CH:28][S:27][C:7]=12.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[O:1]=[C:2]1[C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:10][C:9]([C:18]([N:20]2[CH2:21][CH2:22][C:23](=[O:26])[CH2:24][CH2:25]2)=[O:19])=[C:8]2[N:3]1[CH2:4][CH2:5][C:6]1[CH:29]=[CH:28][S:27][C:7]=12

Participants

4

Reactant 2

HCID 14770061HCID 14770061, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 14770062HCID 14770062, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 100 mg of 1-[(4,5-dihydro-7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)carbonyl]-4-piperidinol in 5 ml of methylene chloride was treated with 51 mg of pyridinium chlorochromate. After the reaction was completed, the solvent was evaporated in vacuo and the residue was chromatographed over silica gel. The product was recrystallized from diethyl ether and there was obtained 1-[(4,5-dihydro-7-oxo-8-phenyl-7H-thieno[2,3-a]quinolizin-10-yl)carbonyl]-4-piperidinone of m.p. 218°-220°.

Workup

  1. customthe solvent was evaporated in vacuo
  2. customthe residue was chromatographed over silica gel
  3. customThe product was recrystallized from diethyl ether

Sources & evidence

ORD record
ord-7afba9046cfa4147a0dd411efe89095f
Source dataset
uspto-grants-1988_04
Patent number
US04735940

Reaction notes

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