HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 11538179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-[5-(Methanesulfonyl)-4-methyl-4H-1,2,4-triazol-3-yl]pyridine | HCID 22151477 | — |
| Reactant | HCID 57528604 | HCID 57528604 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11538179 | HCID 11538179 | 16.1% |
Reaction Steps
1-[5-(3-chloro-phenyl)-isoxazol-3-yl]-ethanol (63.4 mg, 0.28 mmol), DMF and sodium hydride (60% dispersion in oil, 15.1 mg, 0.38 mmol) were mixed under inert atm. and stirred at r.t for 1 h, followed by addition of 4-[4-methyl-5-(methylsulfonyl)-4H-1,2,4-triazol-3-yl]pyridine (45 mg, 0.19 mmol). After stirring at 80° C. for 24 h, the mixture was cooled to r.t., diluted with EA, sequentially washed with water and brine. The organic phase was dried (Na2SO4), filtered and concentrated, in-vacuo. The crude residue was purified via column chromatagraphy using 5% MeOH in EA to isolate the title compound (11.7 mg). 1H-NMR: 8.81 (bs, 2H), 7.77 (s, 1H), 7.67 (m, 3H), 7.42 (m, 2H), 6.73 (s, 1H), 6.36 (q, 1H), 3.62 (s, 3H), 1.94 (d, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585881B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-571ccf723ca7454b997c3b6486ad5289 |
| Source note | uspto-grants-2009_09 |