Reference of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.
A degassed solution of tert-butyl 4-(2-methyl-5-{4-[4-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]butanoylamino}phenyl)piperidine carboxylate (19.0 mg, 0.033 mmol) in dimethylformamide (0.8 mL), was added to a mixture of 3-fluorobromobenzene (6.55 mg, 0.370 mmol), 1,1′-Bis-(diphenylphosphino)-ferrocenedichloropalladium (3.30 mg, 8 mol %) and cesium carbonate solution,(2M, 50 muL) and the resulting mixture was heated in the microwave at 110 C. for 25 min. The reaction mixture was concentrated in vacuo, then partitioned between water (20 mL) and EtOAc (2×10 mL). The organic phase was separated, washed with water (2×20 mL), dried over sodium sulfate and concentrated in vacuo to leave a gum. Purification of the crude product on silica gel (silica gel 60, 20 mL) eluting with cyclohexane:EtOAc, 85:15 then 4:1 gave tert-butyl 4-(5-{4-[4-(3-fluorophenyl)phenyl]butanoylamino}-2-methylphenyl)piperidine carboxylate (13.0 mg, 73%). ESI-MS m/e: 431.3 (M-C5H8O2+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-fluorobenzene, its application will become more common.
Reference:
Patent; H. Lundbeck A/S; US2005/154022; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary