HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 68291139, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 68291682 | HCID 68291682 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 68291139 | HCID 68291139 | 85.4% |
Reaction Steps
A solution of 6-bromo-4-(ethylthio)pyrrolo[1,2-b]pyridazine-3-carboxamide (200 mg, 0.666 mmol) and copper(I) cyanide (119 mg, 1.333 mmol) in NMP (3 mL) was heated to 180° C. for 1.5 hrs, and then 200° C. for 1.5 hrs under microwave oven (CEM). To the reaction mixture was added 50 mL of EtOAc. The mixture was washed with 30 mL of 10% LiCl solution, 30 mL of saturated NH4Cl solution, and 30 mL of brine and dried over Na2SO4. Filtration and concentration yielded 6-cyano-4-(ethylthio)pyrrolo[1,2-b]pyridazine-3-carboxamide (140 mg, 77% yield). MS (ES+) m/z: 247.08 (M+H); HPLC retention time: 1.902 min (analytical HPLC Method F).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921368B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-747db30059c04f3fa204eff5fc079f1d |
| Source note | uspto-grants-2014_12 |