Methanol → HCID 135458200, compound

HRID 1175805Notes

Reaction equation

HRID 1175805 reaction equation
[NH2:1][C:2]1[N:3]([C:20]2[CH:25]=[C:24]([O:26]CC3C=CC=CC=3)[CH:23]=[CH:22][C:21]=2[CH3:34])[N:4]=[C:5]2[C:14]3[CH:13]=[C:12]([O:15][CH3:16])[C:11]([O:17][CH3:18])=[CH:10][C:9]=3[NH:8][C:7](=[O:19])[C:6]=12.CO.[H][H]>[Pd].C(OCC)(=O)C>[NH2:1][C:2]1[N:3]([C:20]2[CH:25]=[C:24]([OH:26])[CH:23]=[CH:22][C:21]=2[CH3:34])[N:4]=[C:5]2[C:14]3[CH:13]=[C:12]([O:15][CH3:16])[C:11]([O:17][CH3:18])=[CH:10][C:9]=3[NH:8][C:7](=[O:19])[C:6]=12

Participants

6

Reactant 3

HCID 887MethanolHCID 135599916HCID 135599916, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 135458200HCID 135458200, compoundYield 62.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 3-amino-7,8-dimethoxy-2-(5-benzyloxy-2-methylphenyl)-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (50 mg), 10% palladium/active carbon (50% water, 25 mg), methanol (20 ml) and ethyl acetate (20 ml) was stirred under the hydrogen atmosphere for 1 day. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was solidified by adding ethyl acetate-hexane. The solid was collected by filtration, washed with ethyl acetate-hexane, and then dried to obtain the target compound (25 mg).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionby adding ethyl acetate-hexane
  4. filtrationThe solid was collected by filtration
  5. washwashed with ethyl acetate-hexane
  6. customdried

Sources & evidence

ORD record
ord-2b79b54b62a7411ca101fda644156c89
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

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