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. 93349-99-6, name is Methyl 5-bromo-6-methoxynicotinate. A new synthetic method of this compound is introduced below., Product Details of 93349-99-6
26B: A mixture of 1A (378 mg, 0.915 mmol), bis(pinacolato)diboron (290 mg,1.143 mmol), potassium acetate (269 mg, 2.74 mmol) and PdC12(dppf)-CH2C12 adduct (37.3 mg, 0.046 mmol) in dioxane (4 mL) was heated at 100 C for 60 mm. After cooling to rt, methyl 5-bromo-6-methoxynicotinate (154 mg, 0.625 mmol) and1,1 ?-bis(di-tert-butylphosphino)ferrocenepalladium dichloride (19.39 mg, 0.030 mmol) were added and the mixture degassed by nitrogen sparge for 5 mm. 2M K3P04 (aq) (0.892 mL, 1.785 mmol) was quickly added and the reaction mixture heated at 100 C for 15 mm. The reaction mixture was cooled to rt and volatiles removed in vacuo. The crude residue was loaded onto a 40g ISCO column and purified by flash chromatography,eluting with 0-100% EtOAc in hexanes. Afforded product (301 mg, 0.572 mmol, 96 % yield) as a crystalline beige solid.MS ESI m/z 499.9 (M+H)
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Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUO, Junqing; HART, Amy, C.; MACOR, John, E.; MERTZMAN, Michael, E.; PITTS, William, J.; SPERGEL, Steven, H.; WATTERSON, Scott, Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; CHEN, Jie; DZIERBA, Carolyn, Diane; LUO, Guanglin; SHI, Jianliang; SIT, Sing-Yuen; (428 pag.)WO2018/148626; (2018); A1;,
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