Pyridine 2-methyl-, hydrogenation

Pyridin-4-one, 1 -hydroxy-2,6-dimethyl-hydrogen-deuterium exchange reactions, 2, 196 Pyridin-4-one, 1-methyl-hydrogen-deuterium exchange, 2, 287 pK 2, 150 Pyridin-2-one imine tautomerism, 2, 158 Pyridin-2-one imine, 1-methyl-quaternization, 4, 503 Pyridin-4-one imine tautomerism, 2, 158 Pyridinone methides, 2, 331 tautomerism, 2, 158 Pyridinones acylation, 2, 352 alkylation, 2, 349 aromaticity, 2, 148 association... 

Pyrrolo[2,3-6]pyridine, 2-methyl-Reimer-Tiemann reaction, 4, 508 Pyrrolo[2,3-6]pyridine, 4-methyl-hydrogen exchange, 4, 502 reaction with aldehydes, 4, 503 reaction with benzaldehyde, 4, 511... 

To a 500-mL, round-bottomed flask having a central 34/45 standard taper neck and two 24/40 standard taper necks are added 120 g (0.75 mol) of methyl hydrogen hexanedioate (Note 2), 250 mL of methanol, 4.1 g (0.075 mol) of sodium methoxide, 10 mL of pyridine, and a magnetic stirring bar. The electrode assembly is inserted so that the platinum electrodes are immersed in the solution. A thermometer and reflux water condenser are attached. The mixture is heated to 60°C and stirred until the sodium methoxide dissolves. 

Ethyl / -(dimethylamino)cinnamate 922 /7-(Dimethylamino)benzaldehyde (3 g, 0.02 mole), methyl hydrogen malonate (4.8 ml, ca. 0.04 mole), piperidine (0.25 ml), and dry pyridine (10 ml) are heated on a steam-bath for 4 h under reflux. The pyridine is then distilled off in a vacuum and the crystalline residue is taken up in hot acetone (10-15 ml). Water is added gradually to this solution until precipitation is complete. The crystals are collected, washed with acetone, and dried at 90-100°. The yield is 95 % (3.9 g). 

Ethers of benzenepentol have been obtained by Dakin oxidation of the appropriately substituted acetophenone. Thus, the oxidation of 2-hydroxy-3,4,6-ttimethoxyacetophenone and 2-hydroxy-3,4,5-ttimethoxyacetophenone with hydrogen peroxide ia the presence of alkali gives l,2-dihydroxy-3,4,6-ttimethoxybenzene and l,2-dihydroxy-3,4,5-ttimethoxybenzene, respectively further methylation of these ethers yields the pentamethyl ether of benzenepentol (mp 58—59 degC) (253). The one-step aromatization of myoinositol to produce esters of pentahydroxybenzene is achieved by treatment with carboxylic acid anhydrides ia DMSO and ia the presence of pyridine (254) (see Vitamins). 6-Alkyl- or... 

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