HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-Fluoro-phenyl)-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 4-(Aminomethyl)-N-methylbenzene-1-sulfonamide | HCID 16460978 | — |
| Reactant | 1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid | HCID 58138774 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Fluoro-phenyl)-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide | HCID 58138789 | — |
Reaction Steps
To a stirred solution of 1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid (0.05 g, 0.2 mmol) in DMF (10 mL) was added PyBOP (0.14 g, 0.30 mmol) and triethylamine (0.07 g, 0.6 mmol) at room temperature. After 15 minutes, 4-aminomethyl-N-methyl-benzenesulfonamide (0.04 g, 0.2 mmol) was added. After 5 hours, the mixture was quenched with water (30 mL) and diluted with ethyl acetate (30 mL). The organic layer was separated, washed with brine (30 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography eluting with a gradient of 0-30% ethyl acetate in hexanes to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008327B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-33a84968e27f4201b0b630dc6b96bf1d |
| Source note | uspto-grants-2011_08 |