Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 86707903 | HCID 86707903 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68291868 | HCID 68291868 | 90% |
Reaction Steps
A solution of 6-bromo-4-(((3S,4S)-4-(fluoromethyl)pyrrolidin-3-yl)amino) pyrrolo[1,2-b]pyridazine-3-carboxamide hydroiodide salt (894 mg, 2.846 mmol) and Et3N (1.399 mL, 10.04 mmol) in DMF (10 mL) was added METHANESULFONYL CHLORIDE (0.293 mL, 3.76 mmol) and the resulting mixture was stirred at RT for 30 minutes. To the reaction mixture was then added 150 mL of EtOAc and the mixture was washed with 50 mL×2 of 10% LiCl solution, 50 mL of brine and then dried over Na2SO4. Filtration and concentration afforded a crude product which was triturated with MeOH and the resulting solid collected and dried under vacuum to afford the title compound (0.719 g, 90% yield). MS (ES+) m/z: 434.1, 436.1 (M+H); HPLC: 89.6%, retention time: 2.348 min (analytical HPLC Method H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987268B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-bfcc272254ba49dfa5cd4e052a504fb2 |
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| Source note | uspto-grants-2015_03 |
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