Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Amino-5-chlorophenol | HCID 91591 | — |
| Reactant | HCID 68153540 | HCID 68153540 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68153471 | HCID 68153471 | 87% |
Reaction Steps
A mixture of 3-((RS)-3-methyl-5-oxo-morpholin-3-yl)-benzoic acid (intermediate XXVI-1) (250 mg, 1.1 mmol) and 2-amino-5-chloro-phenol (230 mg, 1.6 mmol) in polyphosphoric acid (1 g) was heated under stirring at 130° C. for 3 hours. For the workup, the reaction mixture was cooled and water was added. The mixture was neutralized with an aqueous solution of sodium hydroxide (10%), then extracted with dichloromethane. The organic layer was dried over sodium sulphate and evaporated to yield the (RS)-5-[3-(6-chloro-benzooxazol-2-yl)-phenyl]-5-methyl-morpholin-3-one (316 mg, 87% of theory) in a quality suited to be engaged in the next step without further purification. MS (ISP): m/z=343 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399459B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-0c9c93216af748afb5bb27e4d7f5be36 |
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| Source note | uspto-grants-2013_03 |
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