In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 193751-54-1 as follows. Safety of tert-Butyl cyclopent-3-en-1-ylcarbamate
To a stirred suspension of LiAlH4 (3.74 g, 0.09852 mol) in 200 ml anhydrous THF in a two neck RBF (IL), was added a solution of 514 (10 g, 0.04926 mol) in 70 mL of THF slowly at 0 C under nitrogen atmosphere. After complete addition, reaction mixture was warmed to room temperature and then heated to reflux for 4 h. Progress of the reaction was monitored by TLC. After completion of reaction (by TLC) the mixture was cooled to 0 C and quenched with careful addition of saturated Na2SO4 solution. Reaction mixture was stirred for 4 h at room temperature and filtered off. Residue was washed well with THF. The filtrate and washings were mixed and diluted with 400 mL dioxane and 26 mL conc. HCl and stirred for 20 minutes at room temperature. The volatilities were stripped off under vacuum to furnish the hydrochloride salt of 515 as a white solid. Yield: 7.12 g 1H-NMR (DMSO, 400 MHz): delta=9.34 (broad, 2H), 5.68 (s, 2H), 3.74 (m, 1H), 2.66-2.60 (m, 2H), 2.50-2.45 (m, 5H).
According to the analysis of related databases, 193751-54-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Alnylam Pharmaceuticals, Inc.; Fitzgerald, Kevin; Butler, James; Bettencourt, Brian; Borodovsky, Anna; Kuchimanchi, Satyanarayana; Charisse, Klaus; Manoharan, Muthiah; Maier, Martin; Rajeev, Kallanthottathil G.; Foster, Donald; US2015/247143; (2015); A1;,
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