HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 3-(1-Bromoethyl)-4-(thiazol-5-yl)-1H-isochromen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 3-(1-Hydroxyethyl)-4-(thiazol-5-yl)-1H-isochromen-1-one | HCID 118131181 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(1-Bromoethyl)-4-(thiazol-5-yl)-1H-isochromen-1-one | HCID 118131068 | 45% |
Reaction Steps
1M PBr3 (0.5 ml, 0.50 mmol) in DCM was added drop-wise to of 3-(1-hydroxyethyl)-4-(thiazol-5-yl)-1H-isochromen-1-one (Intermediate B11, 102 mg, 0.372 mmol) in DCM (4 ml) and ACN (2 ml) at RT. Reaction mixture was then concentrated under reduced pressure and straightforward purified on Biotage Silica SNAP 12 g cartridge with a gradient of hexane and EtOAc to give the title compound (56 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-ae46feb649c7456fbc06cd3a01304248 |
| Source note | uspto-grants-2016_04 |