HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178480295, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 2-Fluoro-5-sulfamoylbenzoic acid | HCID 2492684 | — |
| Reactant | 5-Tert-butyl-2-(cyclobutylmethyl)-1-methyl-1h-pyrazol-3(2h)-imine | HCID 66643269 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178480295 | HCID 178480295 | 32.6% |
Reaction Steps
To a solution of Example 113C (0.43 g, 1.9 mmol) and 2-fluoro-5-sulfamoylbenzoic acid (Enamine, 0.47 g, 2.1 mmol) in THF (10 mL) was added Et3N (0.68 mL, 4.9 mmol) followed by diethyl cyanophosphonate (0.44 mL, 2.9 mmol). The mixture was stirred at ambient temperature for 2 hours then concentrated under reduced pressure. Purification by column chromatography (SiO2, 50% hexanes/EtOAc to 100% EtOAc to 9:1:0.1 EtOAc:MeOH:Et3N) afforded the title compound (0.26 g, 0.62 mmol, 32% yield). MS (DCI/NH3) m/z 423 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188135B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-e64fca9a93e942c49d5d797788a42009 |
| Source note | uspto-grants-2012_05 |