HCID 14666741, compound → HCID 11024936, compound

HRID 1109599Notes

Reaction equation

HRID 1109599 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:14]=[CH:13][N:12]3[C:7](=[C:8]([C:22]([O:24][CH3:25])=[O:23])[CH:9]=[C:10]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[C:11]3=[O:15])[C:6]=2[CH:26]=1>C(OCC)(=O)C.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:14][CH2:13][N:12]3[C:7](=[C:8]([C:22]([O:24][CH3:25])=[O:23])[CH:9]=[C:10]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)[C:11]3=[O:15])[C:6]=2[CH:26]=1

Participants

4

Reactant 1

HCID 14666741HCID 14666741, compound

Product 1

HCID 11024936HCID 11024936, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

363 mg of methyl 10-chloro-4-oxo-3-phenyl-4H-benzo[a]quinolizine-1-carboxylate were hydrogenated at room temperature in 50 ml of ethyl acetate in the presence of 6 mg of 10 percent palladium/carbon. The catalyst was removed by filtration and the solvent was removed in vacuo. The-residue was purified by chromatography on silica gel and the product was crystallized from methanol. There was obtained methyl 10-chloro-6,7-dihydro-4-oxo-3-phenyl-4H-benzo[a]quinolizine-1-carboxylate of m.p. 138°-139°.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed in vacuo
  3. customThe-residue was purified by chromatography on silica gel
  4. customthe product was crystallized from methanol

Sources & evidence

ORD record
ord-e22d43684ada4702a696dd1ae5aee0cf
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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