Electric Literature of 20850-43-5, These common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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.
[[002511] To a mixture of 6-chloro-4- (3, 3-dimethyl-piperidin- 4-ylamino) -chromen-2-one, di-HBr salt (88 mg, 0.188 mmol) in THF was added Cs2CO3 (287 mg, 0.881 mmol) and the suspension was stirred for 5 min under nitrogen before 5-chloromethyl- benzo [[1,] 3] dioxole (124 mg, 0.363 mmol) was added dropwise. The mixture was stirred for 70 h at [25 C] before being refluxed 24 h. The reaction was concentrated with nitrogen flow. The crude product was partitioned between saturated aqueous [NAHC03] and EtOAc and the aqueous layer was extracted with EtOAc [(3X).] The combined organic layers were washed with saturated aqueous [NACL,] dried over [MGS04,] filtered, concentrated, and purified by C-18 RP LC-MS chromatography to afford 33 mg [(40%)] of the title compound as a white solid. MS (ESI (+) [Q1MS)] m/z 442 [(M+H)] + ; 1H NMR (300 MHz, DMSO) [B] ppm 0. [80] (s, 3H), 1. [06] (s, 3H), 1.52-1. 62 (m, [1H),] 1.84-2. 14 (m, 3H), 2.37-2. 55 (m, 1H), 2.80-2. 90 (m, 1H), 3.25-3. 37 (m, 1H), 3.39-3. 52 (m, 2H), 5.44 (s, 1H), 5.97-6. 02 (m, 2H), 6.73-6. 90 (m, 4H), 7.31-7. 38 (m, 1H), 7.60-7. 67 (m, 1H), 8.45-8. 50 (m, 1H).
Statistics shows that 5-(Chloromethyl)benzo[d][1,3]dioxole is playing an increasingly important role. we look forward to future research findings about 20850-43-5.
Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2003/106452; (2003); A2;,
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