Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | (S)-methyl-3-(hydroxymethyl)-4-(5-methoxypyridin-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate | HCID 67411443 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | (S)-3-(hydroxymethyl)-4-(5-methoxypyridin-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylic acid | HCID 67412020 | — |
Reaction Steps
To a solution of (S)-methyl-3-(hydroxymethyl)-4-(5-methoxypyridin-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxylate 3.6 g (11 mmol) of step 6 in methanol 40 mL was dropwise added 10 mL of 4N NaCl. The reaction mixture was refluxed at 60° C. for 3 hrs with stirring and then cooled to room temperature. Neutralization with 1N HCl 40 mL yielded the title compound as a precipitate. This was filtered, washed with distilled water and concentrated in a vacuum. Product: 2.6 g (yield 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026235B1 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-285744428d0a434ca7be3ee5bd5cff81 |
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| Source note | uspto-grants-2011_09 |
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