Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 67513552 | HCID 67513552 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178422936 | HCID 178422936 | 56% |
Reaction Steps
2,6-Dimethyl-4-[4-(methyloxy)-5-(2-methyl-4-pyridinyl)-2-pyrimidinyl]morpholine (1.42 g, 4.52 mmol) was dissolved in 33% hydrobromic acid in acetic acid (45.4 ml, 836 mmol) and heated at 80° C. for 18 hours. It was confirmed reaction had progressed to completion by LC/MS. The reaction mixture was allowed to cool to room temperature. The product was then diluted with methanol and passed down a 50 g SCX column. The impurities were eluted with methanol, followed by elution of the product with 2M ammonia/methanol. The fractions containing product were combined and evaporated under reduced pressure to give the title compound as a white solid (760 mg, 2.53 mmol, 56.0 yield). LC/MS [M+H]+=301.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133178B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-21b174e0c4b54f689042357f596486bf |
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| Source note | uspto-grants-2015_09 |
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