Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 87381617 | HCID 87381617 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 44155146 | HCID 44155146 | — |
Reaction Steps
Into a solution of 1.0 mmol of [(2R,4R,5R)-4-[4-((R)-2-ethoxy-propoxymethyl)-phenyl]-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl) -piperidin-2-yl]-acetic acid [1-dimethylamino-meth-(E)-ylidene]- hydrazide in 2 ml of acetonitrile is condensed ca. 1 ml of gaseous methylamine, at RT. Acetic acid (2 mL) is carefully added, then the reaction system is sealed, and heated at 100° C. for 4 h. The reaction mixture is cooled to RT, poured into saturated aqueous NaHCO3, and extracted with EtOAc (3×). The combined organic extracts are dried over Na2SO4, concentrated under reduced pressure, and purified by flash chromatography (SiO2 60 F), to afford the title compound, which is identified based on its Rf value.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022069B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-3f1b876a9be54647bab88ff5934460df |
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| Source note | uspto-grants-2011_09 |
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