Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178477295 | HCID 178477295 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 68291105 | HCID 68291105 | 37.2% |
Reaction Steps
To a solution of 4-(ethylthio)-6-(1H-tetrazol-5-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide (164 mg, 0.567 mmol) in NMP (2.0 mL) were added K2CO3 (196 mg, 1.417 mmol) and MeI (0.043 mL, 0.680 mmol). The solution was stirred at 23° C. for 1 hr. To the reaction mixture was added 30 mL of EtOAc which was washed with 10% LiCl solution (2×10 mL), 10 mL of brine and dried over Na2SO4. Filtration and concentration yielded a crude product which was purified on silica gel column with EtOAc to afford the desired product (64 mg, 35% yield). MS (ES+) m/z: 304.08 (M+H); HPLC retention time: 2.180 min (analytical HPLC Method F).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921368B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-503dcbffd42c4d7b8af1cf9faabd1192 |
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| Source note | uspto-grants-2014_12 |
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