Simple exploration of 13745-86-3

Electric Literature of 13745-86-3, These common heterocyclic compound, 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, 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.

The typical procedure for the iron-catalyzed cross-coupling reaction of imidoyl chlorides with alkylmagnesium halide was applied to form the title compound and the following reagents were employed: l l-chloro-dibenzo[b,f][l,4]thiazepine ( 49 mg, 0.20 mmol), Fe(acac)3 (3.53 mg, 0.001 mmol), THF (2 mL) and N-methylpyrrolidone (0.2 mL), of EPO l,3-dioxane-2-yl-ethyl magnesium bromide (0.5 M in Et2O, 0.40 mL, mmol). Purification by flash chromatography (ethyl acetate/heptane 1:4) afforded 56 mg (86 %) as an oil. 1H NMR (400 MHz, CDCl3): 7.45-7.39 (3H, m), 7.31-7.22 (3H, m), 7.18-7.15 (IH, m), 7.05- 7.00 (IH, m), 4.74 (IH, t, J = 5.2Hz), 4.12-4.07 (2H, m), 3.80-3.71 (2H, m), 3.07-3.00 (2H, m), 2.12-2.01 (3H, m), 1.34-1.30 (IH, m). 13C NMR (100 MHz, CDCl3): delta 172.3, 148.9, 140.6, 139.1, 132.5, 132.0, 130.7, 129.2, 128.9, 128.6, 127.9, 125.5 (2C), 101.5, 67.1, 36.2, 32.4, 26.1.

The synthetic route of 13745-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2007/47776; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics