Some common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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. Product Details of 148583-65-7
A mixture of 7-chlorothiazole[5,4-d]pyrimidine (50 mg, 0.292 mmol), toluene-4-sulfonicacid (6 mg, 0032 mmol), 4-fluoroisopropoxyaniline (49 mg, 0.290 mmol) and IPA (2m1)were sealed in a microwave reactor vial and irradiated at 170C for 15 minutes in theBiotage 1-60 microwave reactor. The reaction mixture was concentrated and theresidue taken up in 20% MeOH in DCM and passed through an aminopropyl cartridge.The product was recovered by washing through with 20% MeOH in DCM. The solutionwas concentrated and the crude product purified by flash column chromatographyeluting with 10-20% EtOAc in petroleum ether to give a pale pink solid (52 mg, 58%).1H NMR (400 MHz, CHLOROFORM-d) 5 1.44 (d, J=5.95 Hz, 6H), 4.56-4.64 (m, IH),6.69-6.77 (m, 2H), 8.58-8.62 (m, IH), 8.64-8.65 (m, 1H), 8.67-8.72 (m, IH), 8.88 (s,1 H); m/z (ES+APCI) :304 [M+H]
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 148583-65-7, its application will become more common.
Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
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