Electric Literature of 1314538-55-0,Some common heterocyclic compound, 1314538-55-0, name is Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, molecular formula is C6H12BF3KNO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
102201 Into a reaction vessel was placed, compound 14-4, prepared in accordance with Example13, (52 mg, 0.1 mmol), commercial Potassium N-Boc-amino-methyltrifluoroborate (47 mg, 0.2 mmol), Cs2CO3 (97 mg, 0.3 mmol), Pd(dppf)C12 CH2C12 Adduct (8.1 mg, 9.93 jimol) dissolved in degassed water (0.5 ml) and 1 ,4-dioxane (5 ml). The mixture was heated to 90 C overnight, cooled to room temperature (rt) and diluted with EA, then washed with water brine and dried over Na2504. After filtration and concentration, the crude residue was taken up with DCM (5 mL), then TFA (1 mL) was added. The mixture was stirred at rt for 1 hour and concentrated. The concentrate was purified by reverse phase chromatography (5-75% MeCN in water w/ 0.1% TFA, C 18 column) to yield 19-1 as the TFA salt. ?H NMR oe (ppm)(DMSO-d6): 7.89 (1 H, d, J = 5.79 Hz), 7.71-7.77 (2 H, m), 7.46 (1 H, t, J = 7.75 Hz), 7.37 (1 H, d, J = 7.65 Hz), 7.09 (1 H, d, J = 10.04 Hz), 6.92 (1 H, dd, J = 7.92, 1.98 Hz), 6.58 (1 H, dd, J = 8.02, 2.48 Hz), 5.88-5.93 (1 H, m), 4.24- 4.33 (2 H, m), 2.45 (3 H, s), 1.93 (3 H, d, J = 7.08 Hz). HRMS C22H20F2N4045 [M+H] calc:475.1246, obs: 475.1242
The synthetic route of 1314538-55-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME CORP.; PERO, Joseph, E.; LEHMAN, Hannah, D. G. F.; KELLY, Michael, J., III; ZHAO, Lianyun; ROSSI, Michael, A.; LI, Dansu; GILBERT, Kevin, F.; WOLKENBERG, Scott; MULHEARN, James; LAYTON, Mark, E.; DE LEON, Pablo; WO2014/66490; (2014); A1;,
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