HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Chloride → 7-Bromo-2-cyclopropyl-5-methyl-6-vinylbenzo[d]thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Tri(butyl)vinyltin | HCID 53438229 | — |
| Reactant | 7-Bromo-2-cyclopropyl-5-methylbenzo[d]thiazol-6-yl trifluoromethanesulfonate | HCID 89158213 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Bromo-2-cyclopropyl-5-methyl-6-vinylbenzo[d]thiazole | HCID 89157837 | — |
Reaction Steps
To a solution of 7-bromo-2-cyclopropyl-5-methylbenzo[d]thiazol-6-yl trifluoromethanesulfonate (16) (410 mg, 0.988 mmol) in DMF (4 ml), was added tributylvinyltin (0.43 ml, 1.47 mmol), LiCl (125 mg, 2.94 mmol) and PdCl2(PPh3)2 (70 mg, 0.096 mmol). The reaction mixture was reacted at 80° C. overnight. The reaction was cooled down, washed by saturated NaHCO3 solution, extracted by EtOAc. The organic phase was combined, dry over MgSO4, filtered, concentrated and purified by silica gel column, eluting by 0-50% EtOAc in hexanes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006229B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-a96f2d525dde40f89ae1d5f04ecc9a59 |
| Source note | uspto-grants-2015_04 |