HCID 22643320, compound → HCID 22643332, compound

HRID 2414822Notes

Reaction equation

HRID 2414822 reaction equation
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH2:13][CH2:14][NH:15][CH:16]2[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=2)=[CH:11][C:10]=1[O:28][CH3:29])C1C=CC=CC=1>CO.ClC1C=CC=CC=1Cl.[Pd]>[Cl:27][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][C:23]=1[Cl:26])[CH2:19][CH:16]1[C:17]2[C:12](=[CH:11][C:10]([O:28][CH3:29])=[C:9]([OH:8])[CH:18]=2)[CH2:13][CH2:14][NH:15]1

Participants

5

Reactant 1

HCID 22643320HCID 22643320, compound

Product 1

HCID 22643332HCID 22643332, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 72391,2-DichlorobenzeneSolvent

Procedure

To a solution of 7-benzyloxy-1-(3,4-dichloro-benzyl)-6-methoxy-1,2,3,4-tetrahydro-isoquinoline (14.1 g, 30 mmol) in MeOH (150 mL) and 1,2-dichlorobenzene (30 mL) is added 50% Pd on charcoal (500 mg). The reaction vessel is flushed with nitrogen and then with hydrogen at atmospheric pressure. After stirring at rt for 16 h, the reaction mixture is filtered through Hyflo, and evaporated to yield to the title compound as a beige solid which is used without further purification.

Workup

  1. customThe reaction vessel is flushed with nitrogen
  2. filtrationthe reaction mixture is filtered through Hyflo
  3. customevaporated

Sources & evidence

ORD record
ord-afa3356e14244e528a2f0a49eea757c9
Source dataset
uspto-grants-2004_11
Patent number
US06815451B2

Reaction notes

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