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THE REACTION OF DIAZINES WITH ALLYLTRIBUTYLTIN VIA N-ALKOXYCARBONYLDIAZONIUM SALTS

Pyridazines were allowed to react with allyltributyltin in the presence of chloroformate to give 1-alkoxycarbonyl-6-allyl- and 1-alkoxycarbonyl-4-allyldihydro-pyridazines as major and minor products respectively.The reaction was applied to other diazines, and tetrahydro-adducts were obtained in the case of pyrimidine and pyrazine.Benzo-fused diazines also reacted in the same manner to afford the allyl-adducts in good yields.

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Reference of 34253-02-6, Because a catalyst decreases the height of the energy barrier, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.34253-02-6, Name is Methyl pyridazine-3-carboxylate, molecular formula is C6H6N2O2. In a article£¬once mentioned of 34253-02-6

INHIBITORS OF COLLAGEN PROLYL 4-HYDROXYLASE

Biheteroaryl dicarboxylates and esters, and salts thereof which are useful as modulators of CP4H activity and more particularly as inhibitors of CP4H. Compounds of formula: and salts thereof where: X is S, O, NH, or NR, where R is an alkyl group having 1-3 carbon atoms; R1 and R2 independently are ?OR7, or ?NHSO2R8, where R7 is selected from: hydrogen, alkyl, alkenyl, alkoxyalkyl, ?R??CO?R?, ?R??CO?O?R?, ?CO?R?, ?R??O?CO?R?, ?R??CO?NR?, ?CO?NR?, or ?R??O?CO?NR?, and R8 is selected from hydrogen, alkyl, aryl, arylalkyl; R3, R4 and R6 independently are hydrogen, alkyl, alkoxy, alkenyl, alkenoxy, halo alkyl, haloalkenyl, halogen, hydroxyl, hydroxyalkyl, hydroxyalkenyl, aryl, aryloxy, arylalkyl or arylalkyloxy; R5 is hydrogen, halogen, alkyl having 1-3 carbon atoms, or alkoxy having 1-3 carbon atoms; ?R?? is a divalent straight chain or branched alkylene, and ?R? is an alkyl, alkenyl, arylalkyl, or aryl group. Methods for inhibition of CP4H in vivo and in vitro.

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Pyridazine – Wikipedia,
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Asymmetric synthesis of (3S)-2,3,4,5-tetrahydropyridazine-3-carboxylic acid and its methyl ester 1

Methyl (2E,4E?)-5-(2?,3?,4?,6?-tetra-O-acetyl-p-D- glucopyranosyloxy)penta-2,4-dienoate 16a, assembled by a Wittig condensation of tributyl(methoxycarbonylmethylene)phosphorane 19a and (2E)-3-(2?,3?,4?,6?-tetra-O-acetyl-?- Dglucopyranosyloxy)propenal 20, displays excellent Re-face reactivity towards diethyl azodicarboxylate 15a, bis(2,2,2trichloroethyl) azodicarboxylate 15b, dibenzyl azodicarboxylate 15c, diisopropyl azodicarboxylate 15d and di-tertbutyl azodicarboxylate 15e in thermal hetero-Diels-Alder reactions to give the cycloadducts 17a-e. When subjected to the action of hydrogen over palladium-carbon, the cycloadducts 17a, 17b, 17d and 17e undergo hydrogenation of their olefinic bonds to give the dihydro derivatives 18a, 18b, 18d and 18e; in the case of the cycloadduct 17c, hydrogenolysis of the benzyloxycarbonyl group also occurs to give methyl (35)-2,3,4,5-tetrahydropyridazine-3carboxylate Ib with an ee of 98% and 2,3,4,6-tetra-O-acetyl-?-D-glucopyranose 22. Compound Ib, with an ee of 98%, is also available from the dihydro derivative 18e by the action of trifluoroacetic acid; however, under the acidic conditions, a condensation reaction between the aglycone Ib and the glycone 22 competes to give methyl (35)-2,3,4,5tetrahydro-2-(2?,3?,4?,6?-tetra-0-acetyl- ?-D-glucopyranosyl)pyridazine-3-carboxylate25. Sodium (35)-2,3,4,5-tetrahydropyridazine-3-carboxylate le, with an ee of 99%, is available from the ester Ib by a saponification reaction. The trifluoroacetic acid salt 27, with an ee of 95%, is obtained from benzyl (35,6S)1,2-bis(tert-butoxycarbonyl)-1,2,3,6-tetrahydro-6-(2?,3?, 4?,6?-tetra-O-acetyl-beta-D-glucopyranosyIoxy)pyridazine-3- carboxylate 17g by a hydrogenation-trifluoroacetolysis sequence. A hetero-Diels-Alder reaction involving the benzyl pentadienoate 16c and di-tert-butyl azodicarboxylate 15e provides the cycloadduct 17g. The Royal Society of Chemistry 1999.

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Pyridazines. LII. Novel 1,2-Diazine Analogues of 2-Aminobenzophenone via Directed Lithiation

The preparation of novel pyridazine analogues of 2-aminobenzophenone, namely 2-(substituted)aminophenyl 3-pyridazinyl ketones 2, 3, 4a,b, achieved by reaction of methyl 3-pyridazinecarboxylate with ortho-lithiated aniline derivatives, is reported.

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