HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-yl]-6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | HCID 178527321 | HCID 178527321 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 4-[5-(Chloromethyl)-1,3,4-oxadiazol-2-yl]-6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole | HCID 66776954 | 15.2% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
6-(1H-Indol-4-yl)-1-(phenylsulfonyl)-4-(1H-tetrazol-5-yl)-1H-indazole (1.41 g, 3.19 mmol) was slurried into anhydrous chloroform (20 ml), treated with chloroacetyl chloride (1.023 ml, 12.78 mmol) and heated at 100° C. in a Biotage Initiator microwave for 30 mins, the mixture was split into 4 batches for the microwave reaction. The mixtures were allowed to cool to room temperature and the resultant precipitate collected by filtration to give the title compound as a yellow/brown solid (0.237 g). LCMS (Method A): Rt 1.25 mins, MH+490.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524751B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-74c3aaa626bd47b4abe626474909b346 |
| Source note | uspto-grants-2013_09 |