HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanesulfonyl chloride → HCID 178477688, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanesulfonyl chloride | HCID 11667 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178509434 | HCID 178509434 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178477688 | HCID 178477688 | 42.4% |
Reaction Steps
The crude 5-bromo-3-(4-piperidinyl)-1H-indazole-7-carbonitrile (Intermediate 9) (0.222 g, 0.493 mmol) was suspended in dichloromethane (5 mL) and treated with diisopropylethyl amine (0.257 mL, 1.48 mmols), and ethane sulfonyl chloride (0.070 mL, 0.74 mmols) at ambient temperature. After 2 hrs, the mixture was concentrated to dryness in vacuo at ambient temperature, treated with water (25 mL), and extracted with dichloromethane (100 mL). The organic phase was washed with water, dried over MgSO4, filtered, and concentrated to give a light brown solid. This was purified by combiflash (column 10 g, eluting with 100% dichloromethane, 5% ethyl acetate/dichloromethane, 30% ethyl acetate/dichloromethane) to give the title compound (0.083 g, 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501780B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-eed87d0bc9cc4cb482088d501f566213 |
| Source note | uspto-grants-2013_08 |