Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylsulphamoyl chloride | HCID 83372 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86692633 | HCID 86692633 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86692635 | HCID 86692635 | 43.1% |
Reaction Steps
Triethylamine (0.16 ml) and dimethylsulfamoyl chloride (157 mg) were added at room temperature to a solution of N-[6-(azepan-4-yl)-5-methylpyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (250 mg) described in Example K66(1) in tetrahydrofuran (5.5 ml) and N,N-dimethylformamide (5.5 ml), and stirred at 60° C. for three hours. After completion of the reaction, the reaction solution was cooled to room temperature, saturated aqueous solution of sodium bicarbonate was added and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified with silica gel column chromatography (chloroform/methanol) to give the titled compound (133 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150555B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-bbcd6e80cd7d4f90bbd9d5d86b64816c |
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| Source note | uspto-grants-2015_10 |
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