HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(3-bromo-phenyl)-3-pyridin-4-yl-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]thiazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178527913 | HCID 178527913 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(3-bromo-phenyl)-3-pyridin-4-yl-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]thiazine | HCID 67424015 | 50% |
Reaction Steps
5-(3-Bromo-phenyl)-4-pyridin-4-yl-2H-pyrazole-3-thiol (60 mg, 0.22 mmol), 1,3-dibromopropane (22 ul, 0.22 mmol), K2CO3 (152 mg, 1.1 mmol) and dry DMF (5 ml) were reacted at room temperature for 16 hours. Water was added and the reaction extracted with ethyl acetate. The pooled organic extracts were washed with brine, dried over sodium sulphate and evaporated down. The crude material was purified by flash column chromatography eluting with ethyl acetate:hexane (1:1) to give a white solid (50% yield over two steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524707B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-5108424330584365b9a042905f62173c |
| Source note | uspto-grants-2013_09 |