HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-(2,6-diethylphenyl)-8-({2-methoxy-4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86653100 | HCID 86653100 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2,6-diethylphenyl)-8-({2-methoxy-4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide | HCID 44556281 | 75% |
Reaction Steps
To a solution of N-(2,6-diethylphenyl)-8-[(4-formyl-2-methoxyphenyl)amino]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (50 mg, 0.097 mmol) and N-methyl-piperazine (49 mg, 0.49 mmol) in 1 ml of dry DCM, NaBH(AcO)3 (123 mg, 0.58 mmol) and AcOH (25 μl) were added. The mixture was stirred at room temperature for 3 h, washed with aqueous NaHCO3, dried over Na2SO4 and evaporated to dryness. The crude was purified by flash column chromatography (DCM/MeOH 9:1) affording the title compound in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846701B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-9d1aee7e24c44514bd7bd08c9543713c |
| Source note | uspto-grants-2014_09 |