HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 23725534, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 23725533 | HCID 23725533 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23725534 | HCID 23725534 | 72.1% |
Reaction Steps
To a solution of [4-(5-methyl-3-phenyl-isoxazol-4-yl)-1-(4-nitro-phenyl)-1H-imidazol-2-yl]-methanol (50 mg, 0.13 mmol) in DCM (5 mL) at 0° C. was added triethylamine (92.6 μL, 0.66 mmol) and methanesulfonyl chloride (30.97 μL, 0.40 mmol) and the resulting mixture allowed to warm up to room temperature over 3 h and then stirred for a subsequent 2 h. The mixture was then poured onto a saturated solution of sodium hydrogen carbonate and extracted with DCM. The combined organic layers were then dried over sodium sulphate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 80:20) afforded the title compound (37 mg, 70%) which was obtained as a yellow foam. MS: m/e=395.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07414061B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-8750235449cb47de9bedfb600ce235ba |
| Source note | uspto-grants-2008_08 |