Tetrahydrofuran → HCID 135599999, compound

HRID 1175808Notes

Reaction equation

HRID 1175808 reaction equation
[NH2:1][C:2]1[N:3]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-])=O)[CH:17]=2)[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12.O1CCCC1>[Pd].CO>[NH2:1][C:2]1[N:3]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[CH:17]=2)[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 135599871HCID 135599871, compound

Product 1

HCID 135599999HCID 135599999, compoundYield 88.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-amino-2-(3-nitrophenyl)-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one (150 mg), 10% palladium/active carbon (50% water, 40 mg), tetrahydrofuran (10 ml) and methanol (30 ml) was stirred under hydrogen atmosphere, at room temperature for 3 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. To the residue was added methanol, and the precipitated solid was collected by filtration, washed with methanol, and dried to obtain the target compound (120 mg).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionTo the residue was added methanol
  4. filtrationthe precipitated solid was collected by filtration
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-09e047e5c85a4766bcc405d6fa6175b0
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

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