HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 131730978, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 131730961 | HCID 131730961 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131730978 | HCID 131730978 | 66.8% |
Reaction Steps
To a suspension of 60 mg of 4-[(2,3-difluorobenzyl)amino]-6-([4-(piperazin-1-yl)phenyl]amino)pyridine-3-carboxyamide (the compound of Example 220) in 2 mL of methylene chloride, under ice cooling, 20 mg of pyridine and 28 mg of methanesulfonyl chloride were added, and stirred at room temperature for 30 minutes. To the reaction mixture, saturated sodium bicarbonate in water was added, extracted with chloroform:methanol (5:1), washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated, the residue was purified by silica gel thin layer chromatography (chloroform:ammonia methanol=10:1) to obtain 47 mg (65%) of the title compound as a brown powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575153B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-2ad4d2888ec34a8ca0eb6ebf4023517f |
| Source note | uspto-grants-2013_11 |