Preparation of intermediates to 6-fluoro-7-(2,6-dimethylpyridyl)

Details Preparation of intermediates to 6-fluoro-7-(2,6-dimethylpyridyl) Preparation of intermediates to 6-fluoro-7-(2,6-dimethylpyridyl)

1986-02-20

1987-10-13

Jiles, Henry R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546329, 546335, 546346, 546156, 546 89, C07D21355, C07D21338, C07D21326, C07B 4304

Patent

active

046999841

ABSTRACT:
Shown is the process which comprises heating 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid to produce a mixture of 4-(2-fluorophenyl)-2,6-dimethylpyridine and 2,4-dimethyl-5H-[1]benzopyrano[3,4-c]pyridin-5-one, separating the components of said mixture and nitrating 4-(2-fluorophenyl)-2,6-dimethylpyridine to produce 4-(2-fluoro-5-nitrophenyl)-2,6-dimethylpyridine. Also shown are the 3-step synthesis of 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid from 2-fluorobenzaldehyde and the five step synthesis of 1-ethyl-6-fluoro-1,4-dihydro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinolin ecarboxylic acid, a highly potent antibacterial agent, starting with 4-(2-fluoro-5-nitrophenyl)-2,6-dimethylpyridine. Other intermediates shown in said five step synthesis include 3-(2,6-dimethyl-4-pyridinyl)-4-fluorobenzeneamine and diethyl 4-fluoro-3-(2,6-dimethyl-4-pyridinyl)anilinomethylenemalonate.

REFERENCES:
patent: 3753993 (1973-08-01), Lesher et al.
patent: 3907808 (1975-09-01), Lesher et al.
Streitwieser, A. et al., "Introduction to Organic Chemistry" (1976), Macmillan, p. 885.

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