Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | (RS)-3-(3-Bromo-phenyl)-5-methoxy-3-methyl-3,6-dihydro-2H[1,4]oxazine | HCID 58155280 | — |
| Product | HCID 131730301 | HCID 131730301 | — |
Reaction Steps
A dried pressure tube was charged with a dispersion of (RS)-3-(3-bromo-phenyl)-5-methoxy-3-methyl-3,6-dihydro-2H[1,4]oxazine (3.91 g, 14 mmol) and ammonium chloride (4.42 g, 83 mmol) in methanol (140 ml). The tube was sealed and heated at 100° C. overnight. After cooling, the reaction mixture was evaporated to dryness. The crude product was purified on an Isolute flash NH2 column using a gradient of dichloromethane/methanol=100/0 to 75/25 as the eluent. The (RS)-5-(3-bromo-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine was obtained as a light yellow foam (2.71 g, 73% of theory). MS (ISP): m/z=269.2 [M+H]+, 271.1 [M+2+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-493c5e859d3040adb49fa34209cce7a7 |
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| Source note | uspto-grants-2013_03 |
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