These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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. SDS of cas: 2533-69-9
A solution of aniline of preparation 28 (79 mg, 0.56 mmol) in acetic acid (3 ml) was treated with methyl-2,2,2-trichloroacetimidate (77 mul, 0.62 mmol) and the resulting solution was left to stir at room temperature for 16 hours. Water (10 ml) was added and the reaction stirred for a further hour. The precipitate was filtered off and dried in vacuo. The resulting solid was suspended in a mixture of acetonitrile and water (3:1 by volume, 4 ml) and treated with a solution of (3aR,6aS)-2-methyloctahydropyrrolo[3,4-c]pyrrole (148 mg, 1.17 mmol) in a mixture of acetonitrile (0.75 ml) and water (0.25 ml). After 3 hours the solvent was removed in vacuo and the residue dissolved in dichloromethane (15 ml), washed with saturated sodium bicarbonate (2*15 ml), dried (sodium sulfate) and concentrated in vacuo. Purification by flash column chromatography on silica gel eluding with dichloromethane:methanol:880 ammonia (99:1:0.1 changing to 93:7:0.7, by volume) gave the title compound as a colourless solid (133 mg). 1H NMR (400 MHz, CD3OD): delta 7.19 (1H, s), 6.87-6.84 (1H, d), 4.39-4.27 (2H, m), 3.90-3.84 (1H, m), 3.75-3.71 (1H, m), 3.09-2.95 (2H, m), 2.79-2.72 (2H, m), 2.51-2.40 (2H, m), 2.46 (3H, s), 2.33 (3H, s) ppm. MS (APCI): m/z 303 [M+H]+, 301 [M-H]-
The synthetic route of Methyl 2,2,2-trichloroacetimidate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (2006); A1;,
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