HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 54766120, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Amino-3,5-dichloropyridine | HCID 89888 | — |
| Reactant | HCID 67125498 | HCID 67125498 | — |
| Solvent | Pentane | HCID 8003 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54766120 | HCID 54766120 | — |
Reaction Steps
4-Nitrophenyl 7-difluoromethoxy-2′,3′,5′,6′-tetrahydro-spiro[1,3-benzodioxole-2,4′-(4H)-thiopyran]-4-carboxylate (250 mg) and 3,5-Dichloro-4-aminopyridine (129 mg) was dissolved under argon in dry THF, 5 mL. Sodium hydride (50% suspension in oil), 40 mg, was added, and the mixture left stirring overnight. Aqueous work up with EtOAc and chromatography in a gradient from 0 to 60% EtOAc in pentane afforded the title compound. 1H NMR (300 MHz, CDCl3) δ 8.64 (s, 1H), 8.57 (s, 2H), 7.63 (d, J=9.0 Hz, 1H), 6.86 (d, J=9.1 Hz, 1H), 6.73 (t, J=72 Hz, 1H), 3.03-2.81 (m, 4H), 2.49-2.29 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273064B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-85fb439597b248088339c412ad0b1f0c |
| Source note | uspto-grants-2016_03 |