HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{1-[1-(Benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}-5-chlorothiophene-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Chlorothiophene-2-sulfonyl chloride | HCID 2733925 | — |
| Reactant | {1-[1-(benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}amine | HCID 68595201 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-{1-[1-(Benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}-5-chlorothiophene-2-sulfonamide | HCID 11419642 | 62.5% |
Reaction Steps
In a flask containing a mixture of triethylamine (0.045 mL, 0.325 mmol) and {1-[1-(benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}amine (0.081 g, 0.296 mmol) in CH2Cl2 (1 mL) at ambient temperature was added 5-chlorothiophene-2-sulfonyl chloride (0.064 g, 0.296 mmol). After 16 h the mixture was diluted with CH2Cl2 (10 mL) and poured into saturated aqueous NaHCO3 (10 mL). The organic phase was separated and washed sequentially with 1N HCl solution, distilled water, brine and then dried over MgSO4, filtered, and concentrated to an oil. Purification by flash chromatography (hexane/EtOAc, 4:1) afforded the product as a solid (0.084 g, 62%). Mass Spectrum (+ESI): 454 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07399778B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-d5f850c6aa5d455998ae40a92d474861 |
| Source note | uspto-grants-2008_07 |