HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Reactant | 2-(4-Chloro-2-fluoronitrobenzen-5-yl)benzoxazole | HCID 67498796 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole | HCID 67499190 | 21% |
Reaction Steps
To a suspension of 2-(4-chloro-2-fluoronitrobenzen-5-yl)benzoxazole (see Working Example 112-1) (0.38 g, 1.3 mmol) in acetonitrile (8 mL) was added 4-aminotetrahydropyran (0.30 g, 2.9 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered. The crystals obtained were purified by silica gel column chromatography to yield the title compound (0.10 g, 21% yield) as brown crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829035B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-f2b515ed9ff24eb585bd659ce4125e1c |
| Source note | uspto-grants-2014_09 |