HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 67157503, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanol | HCID 2776149 | — |
| Reactant | HCID 21537475 | HCID 21537475 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67157503 | HCID 67157503 | 87.9% |
Reaction Steps
To a solution of (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (60 mg, 0.32 mmol) in DMF (2 mL) was added sodium hydride (55% dispersion in mineral oil, 15 mg, 0.35 mmol). The mixture was stirred at room temperature overnight. After addition of a solution of 6-chloro-3-(2-furanyl)-1,2,4-triazolo[4,3-b]pyridazine (77 mg, 0.35 mmol) in DMF (2 mL) the mixture was stirred at room temperature overnight. Then the mixture was evaporated, extracted (ethyl acetate/water) and the organic phase was dried with sodium sulfate and concentrated. Chromatography (SiO2, heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (105 mg, 67%) as a white foam. MS: m/e=374.5 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07943619B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-87c1fb4d52e645fda111708ac0140417 |
| Source note | uspto-grants-2011_05 |