Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 86724965 | HCID 86724965 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86724967 | HCID 86724967 | 90% |
Reaction Steps
To a solution of 6-{(4S)-4-[(methoxymethoxy)methyl]-2-oxopyrrolidin-1-yl}-2H-1,4-benzoxazin-3(4H)-one (1.49 g, 4.86 mmol) in methanol (10 ml)/tetrahydrofuran (10 ml) was added 4N Hydrochloric acid (2 ml) at room temperature and the mixture was heated to 60° C. and stirred for 18 hours. The reaction solution was poured into a mixture of dichloromethane and a saturated sodium hydrogen carbonate aqueous solution and the resultant was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, the drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. A mixed solvent of dichloromethane/methanol (10:1) was added to the obtained solid to prepare a slurry and the solid was collected by filtration to yield 1.14 g (90%) of the title compound in the form of a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952010B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-ed094809f8a94e87aa5c895338655770 |
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| Source note | uspto-grants-2015_02 |
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