Reference of 17400-34-9,Some common heterocyclic compound, 17400-34-9, name is Benzyl (3-aminopropyl)carbamate hydrochloride, molecular formula is C11H17ClN2O2, 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.
Intermediate 5 Benzyl N-r2-(pent-4-vnamido) propyll carbamate Pentynoic acid (0.267 g, 2.72 mmol) was added to a suspension of Z-propandiamine hydrochloride ( 1 g, 4 mmol), EDCI- HCI 767 mg, 4 mmol) a nd HOBt. H20 (540 mg, 4 mmol) in dry DCM (20 ml_) . The resulting mixture was cooled at 0C a nd TEA ( 1.12 ml_, 8 mmol) was added dropwise. The reaction mixture was stirred at 25C for 16h. The DCM solution was washed with NH4CI solution (20 ml_ x 2) and NaHC03 solution, the organic phase was filtered through a phase separator and evaporated to dryness to obta in the title compound as a white solid (800 mg) . The crude product was used in the next step without further purification . JH NMR (400 MHz, CDCI3) delta 7.41-7.31 (m, 5H), 6.20 (br s, 1 H), 5.27 (br s, 1 H), 5.12 (s, 2H), 3.34 (q , 2H), 3.27 (q , 2H), 2.59-2.52 (m, 2H), 2.42 (t, 2H), 2.02 (br s, 1 H) . UPLC-MS Rt=0.76; m/z (ES+) : 289 [M + H] + .
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl (3-aminopropyl)carbamate hydrochloride, its application will become more common.
Reference:
Patent; LEO PHARMA A/S; S?RENSEN, Morten, Dahl; DI FABIO, Romani; POZZAN, Alfonso; CATALANI, Maria, Pia; BLADH, Haakon; FELDING, Jakob; WO2013/124286; (2013); A1;,
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