HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(5-(3-(hydroxymethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-1-yl)thiophene-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (3-((1-amino-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)phenyl)methanol | HCID 66734486 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-(3-(hydroxymethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-1-yl)thiophene-2-sulfonamide | HCID 70222834 | 35.9% |
Reaction Steps
2-thiophenesulfonyl chloride (23 mg, 0.126 mmol) was added to a solution of (3-((1-amino-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)phenyl)methanol (40 mg, 0.124 mmol) and triethylamine (34 μL, 0.244 mmol) in DCM (2 mL). The reaction was stirred at rt for 24 h before aq. sat. NaHCO3 (2 mL) was added to the mixture and the whole was filtered over a phase separator. The organic filtrate was evaporated to dryness in a Genevac. The crude material was purified by prep. LCMS to afford the title compound (20.8 mg, 35.7%). MS (ESI): m/z [M−H]− 466.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633237B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-0047234ba91b4591bc49743de839244c |
| Source note | uspto-grants-2014_01 |