Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3,4-Dichlorobenzaldehyde | HCID 22710 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68528473 | HCID 68528473 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68524328 | HCID 68524328 | — |
Reaction Steps
A solution of 3,4-dichlorobenzaldehyde (1.28 g, 7.3 mmol) was added to a solution of ethyl 3-[4-(5-aminopyridin-2-yloxy)phenyl]propionate (2.1 g, 7.3 mmol) in ethanol (20 mL), and the resulting solution was stirred for 2 hours at 40° C. To the resulting reaction solution was added sodium borohydride (0.55 g, 15.7 mmol) under ice cooling, and stirred at the same temperature for 1 hour. To the solution was added water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1), to thereby yield 2.71 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188277B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-ee3ca97936544b8780ef20e2a7f7b97b |
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| Source note | uspto-grants-2012_05 |
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