HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18670477, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | HCID 18670253 | HCID 18670253 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18670477 | HCID 18670477 | 22% |
Reaction Steps
To 10 ml of a solution of 500 mg of N-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-piperidin-4-yl]-5-methyl-1,2-oxazole-4-carboxamide in tetrahydrofuran was added 400 μl of N,N-dimethylformamide dimethyl acetal and the resulting mixture was heated under reflux for 4 hours. After distributing into water and ethyl acetate, the aqueous layer was extracted and washed with diethyl ether. After distilling off the organic solvent contained therein under reduced pressure, the residue was acidified with dilute hydrochloric acid and purified by high-porous gel chromatography (CHP20P, 75-150μ; manufactured by Mitsubishi Chemical Industries) (eluted with methanol/water) to thereby give 110 mg of the title compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06518423B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-1256f286c36b4a06baa3474c99bb9de4 |
| Source note | uspto-grants-2003_02 |