HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → HCID 66684104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 3-((3S,6S)-6-Cyclohexyl-3-hydroxy-2-oxo-piperidin-1-yl)-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester | HCID 66684775 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66684104 | HCID 66684104 | 90.9% |
Reaction Steps
To a solution of 3-((3S,6S)-6-cyclohexyl-3-hydroxy-2-oxo-piperidin-1-yl)-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester (200 mg, 0.75 mmol, 1 equiv) in CH2Cl2 (1.0 mL) was added PBr3 (1.0 M in CH2Cl2, 0.09 ml, 0.38 mmol, 0.8 equiv.) at room temperature and the resulting solution was stirred at room temperature for 18 hours. The reaction solution was then concentrated under vacuum and the residue was purified by silica gel column chromatography, (EtOAc/Heptane, 10%˜60%) to give product 166 mg (yield 76%). MS: 481 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040690B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-ccb8b8155ce84ce0ad7cee3a77b8fa0d |
| Source note | uspto-grants-2015_05 |