HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223873Generated: November 2, 2026
Ethyl Acetate → 2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine
https://huagongshe.com/reaction/2223873
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-Benzyl-4-piperidylamine | HCID 415852 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromo-4-methylpyridine | HCID 2734087 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine | HCID 23021112 | — |
Reaction Steps
To 2-bromo-4-methylpyridine (15.5 g) was added 4-amino-1-benzylpiperidine (68.5 g). The resulting solution was stirred at 180° C. for 9 hours and then at 150° C. for 6 hours. Ethyl acetate and water were then added to the solution followed by addition of saturated aqueous sodium bicarbonate solution. After separating liquid layers, the organic layer was washed with water and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography [silica gel, ethyl acetate-methanol-aqueous ammonia (90:10:0.1)] to give the title compound (11.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07375115B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-d660c6c007a742718f1d7d9b80c272a8 |
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| Source note | uspto-grants-2008_05 |
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