Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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. category: ethers-buliding-blocks
To a cooled solution of methyl 3-chloro-4-{[(2,4-dimethoxybenzyl)(l,3-thiazol-2- yl)amino]sulfonyl}benzoate (Preparation 7, lOOmg, 0.21mmol, leq) and Et3N (44muL, 0.32mmol, 1.5eq) in THF (6ml) was added l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (106mg, 0.55mmol, 1.3eq) and 1-hydroxybenzotriazole (58mg, 0.43mmol, leq). The reaction mixture was stirred at 00C for 20 minutes before the addition of 4- (trifluoromethoxy)benzylamine (36muL, 0.23mmol, l.leq) and then stirred for a further 18 hours. The solvent was evaporated in vacuo and the residue partitioned between DCM (15ml) and water (15ml) then passed through a phase separation cartridge. The organic phase was concentrated and the residue redissolved in 4.5M HCl in 1,4-dioxane (5ml) and the solution stirred at room temperature for 18 hours. The solvent was evaporated in vacuo and the residue purified by preparative HPLC to yield the title compound.[0355] LCMS Rt= 3.27 min. MS m/z 491.99 [MH]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 93919-56-3, its application will become more common.
Reference:
Patent; ICAGEN, INC.; PFIZER LIMITED; WO2008/118758; (2008); A1;,
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