HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 5-Bromo-N-{(2R)-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl]-2-hydroxypropyl}-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (2R)-1-amino-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl)propan-2-ol | HCID 11151315 | — |
| Reactant | 5-Bromo-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylic acid | HCID 67215006 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 5-Bromo-N-{(2R)-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl]-2-hydroxypropyl}-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide | HCID 11786622 | 46.8% |
Reaction Steps
Made by the method of Example 1 using 5-bromo-6-oxo-2-(trifluoromethyl)-1,6-dihydropyridine-3-carboxylic acid (0.10 g), thionyl chloride (2 mL), (2R)-1-amino-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl]propan-2-ol (0.112 g) and triethylamine (0.244 mL) to yield the title compound as a colourless solid (0.096 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07956070B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-fe3d3f8b64d94024a3cfca68eb821ca7 |
| Source note | uspto-grants-2011_06 |