HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannane, tributyl(1-ethoxyethenyl)- → 1-(3-((4,6-Difluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazin-6-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannane, tributyl(1-ethoxyethenyl)- | HCID 619414 | — |
| Reactant | 6-chloro-3-((4,6-difluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine | HCID 58147534 | — |
| Reactant | 3-[1-(4,6-Difluoro-1-methyl-1H-indazol-5-yl)-ethyl]-6-(1-ethoxy-vinyl)-imidazo[1,2-b]pyridazine | HCID 58190457 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 1-(3-((4,6-Difluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazin-6-yl)ethanone | HCID 58190493 | 71.3% |
Reaction Steps
The title compound as a light yellow solid (350 mg, 71.3%) was synthesized from 6-chloro-3-((4,6-difluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine (360 mg, 1.079 mmol), tributyl(1-ethoxyvinyl)stannane (1.095 mL, 3.24 mmol) and Pd(PPh3)4 (374 mg, 0.324 mmol) using the same procedure as described in the synthesis of compound 51.3 and 51.4. 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.09 (s, 1H), 8.07 (s, 1H), 7.78 (d, 1H), 7.71 (s, 1H), 7.26 (d, 1H), 4.59 (s, 2H), 4.02 (s, 3H), 2.74 (s, 3H). LCMS (method B): [MH]+=342.0, tR=2.39 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410264B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-b98d26c862d84088ac1560ffcb93faf0 |
| Source note | uspto-grants-2013_04 |