Category: 766545-20-4

Application of 766545-20-4, 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 766545-20-4 as follows.

0.4 g (0.002 mol) of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride,0.53 g (0.0022 mol)3,4-dibromofuran-2 (5H) -one (synthesis, 2007, 12, 1887-1889, hereinafter the same)0.42 g (0.003 mol) of anhydrous potassium carbonate were successively added to a reaction flask equipped with 20 mL of N, N-dimethylformamide,The mixture was stirred at room temperature for 3 hours,TLC monitoring reaction is complete,Poured into water, extracted with 100 ml of ethyl acetate, washed with 100 ml of saturated brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and then purified by column chromatography (ethyl acetate: petroleum ether = 1: 3 to 1: 1) Pale yellow solid 0.13 g,

According to the analysis of related databases, 766545-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research and Development Co., Ltd.; Yang, Jichun; Li, Miao; Fan, Xiaoxi; Yang, Fan; Li, Keke; Liu, Zhangling; (46 pag.)CN106467538; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 766545-20-4, A common heterocyclic compound, 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, molecular formula is C8H10Cl2N2, 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.

15 mL of thionyl chloride was added to a solution of 0. 57 g (0.003 mol) O-trifluoromethylbenzoic acid in a reaction flask, A solution of N, N-dimethylformamide was added dropwise at room temperature with stirring, The reaction was warmed to the reflux reaction. After 2 hours, the excess amount of thionyl chloride was removed under reduced pressure, 5 mL of dichloromethane was added, This was added dropwise to a solution of 0. 40 g (0.002 mol) of 2-chloro-5, 6,7,8-tetrahydro-1,6-naphthyridine hydrochloride and 0. 41 g (0.004 mol) Triethylamine in 20 mL of dichloromethane at room temperature for 3 hours, The reaction solution was washed with 50 mL of saturated brine and the organic phase was dried over anhydrous magnesium sulfate and distilled under reduced pressure. The residue was subjected to column chromatography (ethyl acetate: petroleum ether = 1: 5 to 1: 2) to give a white Solid 0.44 g, m.p. 109.5.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Shenyang ZhonghuaPesticide Chemical R & D Co., Ltd.; YANG, JICHUN; WU, JIAO; BAN, LANFENG; XIE, YONG; SUN, QIN; LIU, ZHANGLING; (37 pag.)CN106467537; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 766545-20-4, 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 766545-20-4 as follows.

To a solution of 2-chloro-5,6,7,8-tetrahydro-l,6-naphthyridine hydrochloride (available from Activate Scientific) (3.0 g, 15 mmol) in DCM (50 mL) was added NEt3 (4.44 g, 6.1 mL, 44 mmol). After 15 min, methylchloroformate (2.1 g, 1.7 mL, 22 mL) was added and the resulting mixture stirred at RT for 16 h. The reaction was diluted with DCM, washed with saturated NaHCO3 (aq.), then brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by FCC (SiO2, eluting with 2:1 heptane / EtOAc) to give the title compound (3.17 g, 96%) as white solid.LCMS data: Calculated MH+ (227); Found 100% (MH+) m/z 227, Rt = 1.11 (2 min method). 1H NMR (500 MHz, CHLOROFORM-J) delta ppm 7.38 (1 H, br. s.), 7.18 (1 H, d, J=8.1 Hz), 4.62 (2 H, br. s.), 3.78 – 3.83 (2 H, m), 3.72 (3 H, s), 3.00 (2 H, t, J=5.3 Hz).

According to the analysis of related databases, 766545-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/121812; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics