HCID 59323229, compound → HCID 59323144, compound

HRID 2390039Notes

Reaction equation

HRID 2390039 reaction equation
[C:1]([CH:9]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([F:19])[CH:16]=2)[CH2:11][N:10]1CC1C=CC=CC=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.Cl.[Pd]>[CH2:1]([CH:9]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([F:19])[CH:16]=2)[CH2:11][NH:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 1

HCID 59323229HCID 59323229, compound

Product 1

HCID 59323144HCID 59323144, compoundYield 18%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

66 mg of 3-benzoyl-2-benzyl-6-fluoro-1,2,3,4-tetrahydroisoquinoline and 30 mg of 10% Pd—C were dissolved in 2 mL of ethanol and 2 mL of 4N hydrochloric acid, followed by stirring at room temperature for 48 hours under a hydrogen atmosphere. The reaction liquid was filtered through Celite, and the filtrate was concentrated under reduced pressure, and the residue obtained was purified using silica gel chromatography (chloroform:methanol=5:1) to obtain 8 mg (yield 18%) of a title compound as a yellow oily substance.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customthe residue obtained
  5. customwas purified

Sources & evidence

ORD record
ord-01ca4031ee814d449d04adae4e575a46
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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