HCID 58941631, compound → HCID 58941666, compound

HRID 1098308Notes

Reaction equation

HRID 1098308 reaction equation
C([O:8][CH2:9][CH2:10][O:11][C:12](=[O:35])[NH:13][C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[C:19]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([F:34])([F:33])[F:32])[NH:20][C:21]2=[O:24])=[CH:16][CH:15]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][CH2:9][CH2:10][O:11][C:12](=[O:35])[NH:13][C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[C:19]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([F:32])([F:33])[F:34])[NH:20][C:21]2=[O:24])=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 58941631HCID 58941631, compound

Product 1

HCID 58941666HCID 58941666, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4.5 mg of 10% Pd/C was added to a methanol solution (5 ml) containing 44.9 mg (0.093 mmol) of 2-benzyloxyethyl[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]carbamate obtained in Example 130. The obtained mixture was intensively stirred under a hydrogen atmosphere at a room temperature for 2 hours 20 minutes. Thereafter, insoluble matters were removed by filtration, and the filtrate was then concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate), so as to obtain 33 mg (90%) of 2-hydroxyethyl[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]carbamate.

Workup

  1. customThereafter, insoluble matters were removed by filtration
  2. concentrationthe filtrate was then concentrated
  3. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-0e5e9aab809f4d258447ecf5c58a6b6b
Source dataset
uspto-grants-2012_03
Patent number
US08143274B2

Reaction notes

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