HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 21876712, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 21876582 | HCID 21876582 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21876712 | HCID 21876712 | 94.3% |
Reaction Steps
4-(4-Amino-2,6-difluorophenyl)-5,6-dihydro-2H-thiopyran (15.0 g, 66 mM) was dissolved in dry dichloromethane (250 ml), pyridine (9.45 g, 113 mM) added, and the whole stirred under nitrogen at −20°. Benzyl chloroformate (17.1 g, 100 mM) in dry dichloromethane (25 ml) was added dropwise, and the mixture allowed to warm to ambient over 18 hours. The mixture was washed with hydrochloric acid (1M, 2×200 ml), then brine (200 ml) and dried (magnesium sulfate). Evaporation to a small volume and dilution with isohexane gave the desired product as a white solid (22.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141583B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-f2a168d2dbd54af38e3d5340812cfd30 |
| Source note | uspto-grants-2006_11 |