Synthetic Route of 69950-65-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 69950-65-8, name is Methyl 6-formyl-2-pyridinecarboxylate. A new synthetic method of this compound is introduced below.
[00232] N-BOC-N?-((6-methylpicol-2-yI)methyl)-trans-1 ,2- diaminocyclohexane (3). A batch of 349 mg (1 .63 mmol) N-BOO-trans-i ,2-diaminocyclohexane (1)14 was added to 269 mg (i .63 mmol) of methyl 6- formylpyridine-2-carboxylate (2)15 stirring in iO mL MeOH. Small aliquots of this reaction were removed and concentrated to dryness for NMR analysis to confirm full Schiff base formation. After 2 hours, the reaction was cooled to 000 and 66 mg (i .75 mmoL) NaBH4 was added in i mL MeOH forming a deep red solution within minutes.After 2 hours of stirring at 0C, the reaction was quenched with satd. NaHCO3(aq) and MeOH was removed via rotary evaporation. The volume of the resultant solution was doubled via addition of 0H2012 and the reaction was brought to pH 7 using i M HCI(aq). The organic layer was separated the aqueous phase washed 3x with 0H2012. The 0H2012 was pooled, dried over Na2504 and concentrated to 502 mg (i .38 mmol,85 %) of 3 as a yellow oil. 1H NMR (ODd3, 400 MHz), 6 (ppm): 7.97 (d, i H), 7.75 (t,iH), 7.54 (d, br, iH), 5.i8 (d, br, iH, NH), 4.08 (d, iH), 3.99-3.95 (m, 4H), 3.32 (m, br, i H), 2.37 (m, i H), 2.09-2.Oi (m, 2H), i .66-i .62 (m, 2H), i .4i (5, 9H), i .29-i .05 (m, 4H). 130 NMR (ODd3, iOO MHz), 6 (ppm): i65.95, i6i.82, i56.2i, i47.24, i37.33, i25.70, i23.35, 79.07, 64.67, 60.42, 54.75, 5i.28, 33.i8, 3i.97, 28.49,24.97, 24.6i. ESI (M + H) m/z = 364.3; calcd: 364.2.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69950-65-8, its application will become more common.
Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; CARAVAN, Peter; BOROS, Eszter; GALE, Eric, M.; WO2014/75079; (2014); A1;,
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