HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → N-(2,6-Diethylphenyl)-1-methyl-8-{[1-(methylsulfonyl)piperidin-4-yl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(2,6-diethylphenyl)-1-methyl-8-(piperidin-4-ylamino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide hydrochloride | HCID 44555920 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2,6-Diethylphenyl)-1-methyl-8-{[1-(methylsulfonyl)piperidin-4-yl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide | HCID 67076068 | 64% |
Reaction Steps
To a solution of N-(2,6-diethylphenyl)-1-methyl-8-(piperidin-4-ylamino)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide hydrochloride (40 mg, 0.075 mmol) in dichloromethane (1 mL) at 0° C., DIPEA (0.2 mL, 1.1 mmol), and methanesulfonyl chloride (0.007 mL, 0.009 mmol) were added. The mixture was then stirred at room temperature for 3 h. Solvent evaporated to dryness and the crude solid was purified by flash chromatography on silica gel (eluant: dichloromethane/methanol: 97/3) to 26 mg of the title compound. (64% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846701B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-dbed34b1567c406dbf01dd954d3160b1 |
| Source note | uspto-grants-2014_09 |