Synthesis of  N ‐(substituted phenylcarbonylamino)‐4‐ethyl‐1,2,3,6‐tetrahydropyridines as potential nonsteroidal anti‐inflammatory agents | Zendy

Yoon Kyoung Jin P. | Zendy; Kode Bala | Zendy; Bowen Lynneice | Zendy; Redda Kinfe K. | Zendy

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Synthesis of N ‐(substituted phenylcarbonylamino)‐4‐ethyl‐1,2,3,6‐tetrahydropyridines as potential nonsteroidal anti‐inflammatory agents

Author(s) -

Yoon Kyoung Jin P.,

Kode Bala,

Bowen Lynneice,

Redda Kinfe K.

Publication year - 2001

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570380110

Subject(s) - chemistry , sodium borohydride , pyridinium , ethanol , nonsteroidal , medicinal chemistry , ethyl ester , borohydride , organic chemistry , catalysis , pharmacology , medicine

Fourteen novel N ‐(substituted phenylcarbonylamino)‐4‐ethyl‐1,2,3,6‐tetrahydropyridines 9 were synthesized in fair to good yields. 4‐Ethylpyridine 5 reacted with O ‐mesitylenesulfonylhydroxylamine ( O ‐MSH) 4 to furnish N ‐amino‐4‐ethylpyridinium mesitylenesulfonate 6 . The reaction of 6 with substituted acid chlorides 7 gave the stable crystalline pyridinium ylides 8a‐8n . A sodium borohydride reduction of 8 in absolute ethanol furnished the target compounds N ‐(substituted phenylcarbonylamino)‐4‐ethyl‐1,2,3,6‐tetrahydropyridines 9a‐9n .

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