HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-methyl-6-nitro-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one → 6-Amino-3-methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-methyl-6-nitro-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one | HCID 135848101 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Amino-3-methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one | HCID 135848055 | 69% |
Reaction Steps
A solution of 3-methyl-6-nitro-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one (4.64 g, 14.4 mmol) and 5% palladium-carbon (4.64 g, 50% hydrate) in N,N-dimethylformamide (400 mL) was stirred at room temperature under hydrogen atmosphere for 4 hours. The reaction solution was filtered to remove the catalyst, and the filtrate was evaporated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (chloroform:methanol=99:1 to chloroform:methanol=95:5) to give the title compound (2.86 g, 69% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949648B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-6d4f74e72db245acbf4d4cdc32d4adca |
| Source note | uspto-grants-2005_09 |