Dichloromethane → HCID 23156753, compound

HRID 1098312Notes

Reaction equation

HRID 1098312 reaction equation
ClCCl.C([O:11][CH2:12][C:13]([NH:15][C:16]1[CH:25]=[C:24]2[C:19]([CH:20]=[C:21]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[NH:22][C:23]2=[O:26])=[CH:18][CH:17]=1)=[O:14])C1C=CC=CC=1>[Pd].CO>[OH:11][CH2:12][C:13]([NH:15][C:16]1[CH:25]=[C:24]2[C:19]([CH:20]=[C:21]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[NH:22][C:23]2=[O:26])=[CH:18][CH:17]=1)=[O:14]

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 23156866HCID 23156866, compound

Product 1

HCID 23156753HCID 23156753, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Dichloromethane was added to 5 ml of a whitish methanol solution containing the 2-benzyloxy-N-(1-oxo-3-phenyl-1,2-dihydroisoquinolin-7-yl)acetamide prepared in Example 60, until the solution became transparent. Thereafter, 10 mg of 10% Pd—C was added thereto, and the obtained mixture was then stirred under a hydrogen atmosphere for 8 hours. Thereafter, the reaction solution was filtrated with celite, and the filtrate was then concentrated, so as to obtain 7.8 mg (46%) of 2-hydroxy-N-(1-oxo-3-phenyl-1,2-dihydroisoquinolin-7-yl)acetamide in the form of a yellow solid.

Workup

  1. filtrationThereafter, the reaction solution was filtrated with celite
  2. concentrationthe filtrate was then concentrated

Sources & evidence

ORD record
ord-39eb5c6edc5345dea44daed0d06602ba
Source dataset
uspto-grants-2012_03
Patent number
US08143274B2

Reaction notes

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