Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 68959930 | HCID 68959930 | — |
| Reactant | HCID 68962583 | HCID 68962583 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68955704 | HCID 68955704 | — |
Reaction Steps
To a solution of N-ethyl-4,5-dihydro-N-methyl-5-(pyridin-4-yl)oxazole-4-carboxamide SLA 09190 (144 mg, 0.6 mmol) in MeOH (5 mL) was added a solution of HCl 37% (240 μL). The reaction was stirred for 3 h at 50° C. and concentrated under reduced pressure. The resulting product was dissolved in MeOH and treated with amberlite (OH− form), filtered to give after evaporation a residue that was purified by column chromatography (SiO2, with a gradient of MeOH 10% in CH2Cl2) to yield to 2-amino-N-ethyl-3-hydroxy-N-methyl-3-pyridin-4-yl-propionamide. The hydrochloride salt was formed by treatment of this free base with a solution of HCl 1 M in MeOH (1 mL) to give after evaporation 2-amino-N-ethyl-3-hydroxy-N-methyl-3-pyridin-4-yl-propanamide dihydrochloride Compound 250 as a pale yellow solid (80 mg, 44% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288556B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-94ebc9251892440e9745b67c4181ecf1 |
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| Source note | uspto-grants-2012_10 |
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