HCID 53871149, compound → HCID 14234873, compound

HRID 622128Notes

Reaction equation

HRID 622128 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[C:17](=[O:21])[N:16]([CH2:22][CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])[N:15]=[CH:14]3)=[CH:5][CH:4]=1>COC(O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[C:17](=[O:21])[N:16]([CH2:22][CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])[N:15]=[CH:14]3)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 53871149HCID 53871149, compound

Product 1

HCID 14234873HCID 14234873, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 30156371-MethoxyethanolSolvent

Procedure

6-[2-(4-methoxyphenyl)ethenyl]-2-[3-(dimethylamino)propyl]phthalazin-1(2H)-one (9 gm) was dissolved in 200 ml methoxyethanol and reduced on a Parr hydrogenator using 1 gm of 10% palladium on carbon as catalyst. Reduction was complete within 2 hours. The catalyst was filtered off, the solvent removed on a rotary evaporator and the residue recrystallized from 500 ml of isoproanol. The product weighed 8.3 gm and melted at 201°-203° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed on a rotary evaporator
  3. customthe residue recrystallized from 500 ml of isoproanol

Sources & evidence

ORD record
ord-32bc476d8370426dac156ee45094707a
Source dataset
uspto-grants-1988_09
Patent number
US04769369

Reaction notes

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