Methane → HCID 13319896, compound

HRID 464316

Reaction equation

HRID 464316 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[N:8][CH:7]([C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)[CH2:6]2.C>C(OCCOCCOCC)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[N:8][C:7]([C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)=[CH:6]2

Participants

5

Reactant 2

HCID 297MethaneHCID 133198953,4-Dihydro-6,7-dimethoxy-1-phenyl-3-(3-pyridyl)isoquinoline

Product 1

HCID 13319896HCID 13319896, compoundYield 80.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8179Diethylene glycol diethyl etherSolvent

Procedure

5.0 g of 3,4-dihydro-6,7-dimethoxy-1-phenyl-3-(3-pyridyl)isoquinoline in 150 ml of diethylene glycol diethyl ether are heated at 160° C. under an atmosphere of nitrogen with 2.5 g of palladium on animal charcoal (10%) for 2.5 hours. The catalyst is filtered off, the solution is evaporated in a rotary evaporator and the residue is washed with ether. 4.0 g of the isoquinoline compound of melting point 176°-177° C. are isolated.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solution is evaporated in a rotary evaporator
  3. washthe residue is washed with ether

Sources & evidence

ORD record
ord-342258c5f3004a2e9040b94610ad1e0f
Source dataset
uspto-grants-1985_10
Patent number
US04547508

Linked notes

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