Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | HCID 87320691 | HCID 87320691 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86654534 | HCID 86654534 | — |
Reaction Steps
To a solution of 3-chloromethyl-4-[2-(pyridin-2-yl-amino)-ethoxy]-benzaldehyde [compound of step II] (7.45 g, 25.7 mmol) in 340 mL DMF, was added potassium iodide (8.53 g, 51.4 mmol) and the reaction mixture was heated to 130° C. for 1 hour. The reaction mixture was cooled, diluted with 1 L water and extracted with 2×500 mL of ethyl acetate. The ethyl acetate extract was washed with 250 mL brine, dried over anhydrous sodium sulfate and concentrated under vacuum at 40° C. to give 5.9 g crude material. This crude material was purified by silica chromatography using 15% ethyl acetate in petroleum ether to give 4-pyridin-2-yl-2,3,4,5-tetrahydro-benzo [f][1,4]oxazepine-7-carbaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08263587B2 |
|---|
| Source dataset | uspto-grants-2012_09 |
|---|
| ORD ID | ord-37c132e2ece048cd9b31799589ac2210 |
|---|
| Source note | uspto-grants-2012_09 |
|---|