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HCID 18604483, compound → (+/-)-trans-7-Phenylcarbamoyloxy-1,2,3,4,4a,5,6,10b-octahydrobenzo(f)quinoline hydrochloride

HRID 65000
Notes
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Reaction equation

HRID 65000 reaction equation
[ClH:1].[C:2]1([NH:8][C:9]([O:11][C:12]2[C:25]3[CH2:24][CH2:23][C@H:22]4[C@@H:17]([CH2:18][CH2:19][CH2:20][N:21]4CC4C=CC=CC=4)[C:16]=3[CH:15]=[CH:14][CH:13]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Pd]>[ClH:1].[C:2]1([NH:8][C:9]([O:11][C:12]2[C:25]3[CH2:24][CH2:23][C@H:22]4[C@@H:17]([CH2:18][CH2:19][CH2:20][NH:21]4)[C:16]=3[CH:15]=[CH:14][CH:13]=2)=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 18604483HCID 18604483, compound

Product 1

HCID 18604479(+/-)-trans-7-Phenylcarbamoyloxy-1,2,3,4,4a,5,6,10b-octahydrobenzo(f)quinoline hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(±)-trans-7-Phenylcarbamoyloxy-4-benzyl-1,2,3,4,4a,5,6,10b-Octahydrobenzo(f)quinoline hydrochloride (40 mg, 0.12 mmol) was dissolved in MeOH (5 ml) and hydrogenolyzed in the presence of 10% Pd/C (40 mg) at 25 psig at room temperature. After filtration of the catalyst and evaporation of the solvent the desired product (20 mg) was obtained. MS shows M+ at m/e 322.

Workup

  1. filtrationAfter filtration of the catalyst and evaporation of the solvent the desired product (20 mg)
  2. customwas obtained

Sources & evidence

ORD record
ord-b1c96b76e7954a56823bb853d09e7021
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04612316

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes