Reference of 63968-85-4,Some common heterocyclic compound, 63968-85-4, name is 2-(Trifluoromethoxy)benzonitrile, molecular formula is C8H4F3NO, 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.
To a mixture of2-(trifluoromethoxy)benzonitrile (0.342 mL, 1.999 mmol) and sodium borodeuteride (192mg, 4.60 mmol) in THF (10 mL) at 0 C was added over 45 mm, iodine (507 mg, 1.999mmol) as a solution in THF (4 ml). The reaction mixture was refluxed for 2 h. At thistime, it was cooled to 0 C and 6 N HC1 (2 ml) was carefully added. This mixture wasrefluxed for 30 mm. After cooling to rt, the mixture was partitioned between EtOAc (40ml) and iN NaOH (40 ml). The organic layer was washed with water (20 ml) and brine(20 ml). After drying (Na2504) and filtration, the organic layer was concentrated toafford 2-(trifluoromethoxy)dideuterobenzylammne (385 mg, 1.993 mmol, 100 % yield) asa light yellow oil. The material was impure and was used crude in the coupling step.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Trifluoromethoxy)benzonitrile, its application will become more common.
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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