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. 200049-46-3, name is 7-Bromo-2,3-dihydro-isoindol-1-one, A new synthetic method of this compound is introduced below., category: indolines-derivatives
A suspension of 2-borono-5-benzyloxy-indole-l-carboxylic acid tert-butyl ester Compound Id (31.2 g, 84.9 mmol), Compound Ic (12.0 g, 56.6 mmol), Pd(OAc)2 (254 mg, 1.13 mmol), DDBPP (464 mg, 1.13 mmol), K3PO4 (freshly powdered, 36.0 g, 170 mmol) and H2O (3.05 mL, 170 mmol) was stirred with an overhead mechanical stirrer for 24 hours at 25 C. The reaction mixture was diluted with H2O (1 L) and extracted with EtOAc/ THF (3/1, 3 X 300 mL). The organic extracts were dried with Na2SO4 and concentrated. The residue was purified by column chromatography (SiO2, 5-100% THF/Hex) to yield 5~benzyloxy-2-(3-oxo-2,3-dihydro-lH-isoindol-4-yl)-indole-l- carboxylic acid tert-butyl ester Compound 32 (23.2 g, 90%) as an off white solid. 1H NMR (300 MHz, CDCl3) delta 8.17 (d, J= 9 Hz, IH), 7.62-7.03 (m, HH), 6.51 (s, IH), 5.15 (s, 2 H), 4.44 (s, 2H), 1.29 (s, 9H); MS (ESI) m/z: 477 (MNa+).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/47646; (2007); A2;,
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