HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86267636, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 86267431 | HCID 86267431 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 86267636 | HCID 86267636 | 19.1% |
Reaction Steps
A solution of crude 2-(tetrahydro-2H-pyran-4-yl)acetyl isocyanate (0.110 g, 0.650 mmol, see Example 4) in DCE (7 mL) was treated with Example A6 (0.183 g, 0.650 mmol) and stirred at RT overnight. Pyridine (0.11 mL, 1.3 mmol) was added, the mixture stirred at RT for 4 h, treated with THF, then washed with satd. NaHCO3 and brine, dried over MgSO4 and concentrated to dryness. The resulting material was treated with MeCN, and the solid collected via filtration and dried to afford N-((6-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)-2-(tetrahydro-2H-pyran-4-yl)acetamide (56 mg, 19%) as a pale tan solid. MS (ESI) m/z: 451.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-2ab90126302543fc8035f92a0bb59c83 |
| Source note | uspto-grants-2016_07 |