HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-N-(5-((4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2,3-dihydro-1H-inden-2-yl)-2-chlorobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobenzenesulfonyl chloride | HCID 76187 | — |
| Reactant | (S)-(1-((2-amino-2,3-dihydro-1H-inden-5-yl)methyl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol | HCID 67026034 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-N-(5-((4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2,3-dihydro-1H-inden-2-yl)-2-chlorobenzenesulfonamide | HCID 67088412 | 56.3% |
Reaction Steps
(S)-(1-((2-amino-2,3-dihydro-1H-inden-5-yl)methyl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol (0.064 mmol, 20 mg) was dissolved in tetrahydrofuran (1 mL) and triethylamine (0.128 mmol, 17.8 μL) followed by 2-chlorobenzenesulfonyl chloride (0.064 mmol, 13.6 mg) and the solution stirred at room temperature overnight. The reaction was concentrated to dryness to give a brown residue which was dissolved in DMSO (1 mL) and purified on preparative basic HPLC to give the title compound (17.4 mg, 0.036 mmol, 56.0%) MS (ESI): m/z [M−H]− 484.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536214B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-8b122d9ec79640c28c06ae2b6db59080 |
| Source note | uspto-grants-2013_09 |