A convenient large scale synthesis of 2,6‐dimethyl‐4‐(trimethylstannyl)pyridine | Zendy

Singh Baldev | Zendy; Lesher George Y. | Zendy; Pennock Patrick O. | Zendy

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A convenient large scale synthesis of 2,6‐dimethyl‐4‐(trimethylstannyl)pyridine

Author(s) -

Singh Baldev,

Lesher George Y.,

Pennock Patrick O.

Publication year - 1990

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.5570270661

Subject(s) - chemistry , triethylamine , pyridine , yield (engineering) , salt (chemistry) , hydrochloride , medicinal chemistry , phosphorus , organic chemistry , extraction (chemistry) , nuclear chemistry , materials science , metallurgy

Reaction of phosphorus oxychloride with 2,6‐dimethylpyridine N ‐oxide hydrochloride ( 1 ) gave a mixture of 2‐(chloromethyl)‐6‐methylpyridine ( 2 ) and 4‐chloro‐2,6‐dimethylpyridine ( 3 ). Treatment of this mixture with triethylamine converted 2 to the quaternary salt 4 which was separated by water extraction leaving 3 which was subsequently reacted with trimethylstannyl sodium to yield 2,6‐dimethyl‐4‐(trimethylstannyl)pyridine ( 6 ).

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