HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylquinoline → (E)-tert-Butyl 4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-3-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylquinoline | HCID 7060 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | tert-Butyl 4-(2-formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)piperidine-1-carboxylate | HCID 117733831 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (E)-tert-Butyl 4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-3-yl)piperidine-1-carboxylate | HCID 117732502 | — |
Reaction Steps
A solution of compound 41c (0.40 g, 0.96 mmol), 2-methylquinoline (0.17 g, 1.2 mmol) and bromotrimethylsilane (0.32 g, 2.9 mmol) in DMF (4 mL) was stirred at 80° C. for 5 h and allowed to cool to rt. The solids formed were collected by filtration, and washed with methanol (50 mL) to obtain compound 48a as a brown solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C31H36N6O3: 541.3 (M+H). Found: 541.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193736B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b8c567fd32d24518af20b71c8f138d21 |
| Source note | uspto-grants-2015_11 |