Ethyl 6,7-dimethoxy-3,4-dihydroisoquinoline-1-carboxylate → HCID 20202902, compound

HRID 1844995Notes

Reaction equation

HRID 1844995 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH3:19])=[C:13]([O:16][CH3:17])[CH:14]=2)[CH2:9][CH2:8][N:7]=1)=[O:5])[CH3:2]>[Pd]>[CH2:1]([O:3][C:4]([C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH3:19])=[C:13]([O:16][CH3:17])[CH:14]=2)[CH:9]=[CH:8][N:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 4060727Ethyl 6,7-dimethoxy-3,4-dihydroisoquinoline-1-carboxylate

Product 1

HCID 20202902HCID 20202902, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a refluxing solution of 2.0 g (8.0 mmol) of 6,7-dimethoxy-3,4-dihydro-isoquinoline-1-carboxylic acid ethyl ester was added to 2.0 g of 10% Pd-C. After 12 h at reflux, the reaction mixture was cooled, filtered through celite, and evaporated under reduced pressure to provide 2.0 g (98%) of 6,7-dimethoxy-isoquinoline-1-carboxylic acid ethyl ester. LCMS: 262 (M+1)+.

Workup

  1. temperatureAfter 12 h at reflux
  2. temperaturethe reaction mixture was cooled
  3. filtrationfiltered through celite
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-32f758351eea42a1b253d1ed2111927b
Source dataset
uspto-grants-2015_02
Patent number
US08946259B2

Reaction notes

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