Synthetic Route of 50893-36-2, These common heterocyclic compound, 50893-36-2, name is 1-Chloroethyl ethyl carbonate, its 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 solution of 2-(3-{6-[2-(2,4-dicUoro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl)-2- methyl-propionic acid [100 mg, 0.218 mmol, Example 49(b)] in dimethylformamide (2 mL) is added 1-chloroethyl ethyl carbonate (0.053 mL, 0.392 mmol) and Cs2CO3 (142 mg, 0.436 mmol). The mixture is heated under microwave at 11O0C for 10 minutes, quenched with water, and extracted with ethyl acetate. Combined organic layers are washed with brine, dried over sodium sulfate and concentrated. The residue is subjected to silica gel chromatography eluting with 0 to 40percent EtOAc in heptane to obtain 2-(3-{6-[2-(2,4-dichloro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl)-2- methyl-propionic acid 1 -ethoxycarbonyloxy-ethyl ester as an oil which is treated with IM hydrogen chloride in ether affording 2-(3-{6-[2-(2lambda-dicMoro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl|- phenyl)-2-methyl-propionic acid 1-ethoxycarbonyloxy-ethyl ester hydrochloride [80 mg, 64percent, Example 50] as a solid. LC/MS: R7 = 2.94 minutes, MS: 576 (M+H). 1H NMR [300 MHz, (CD3)2SO]:
Statistics shows that 1-Chloroethyl ethyl carbonate is playing an increasingly important role. we look forward to future research findings about 50893-36-2.
Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
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