Category: 36865-41-5

Reference of 36865-41-5, 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 36865-41-5 as follows.

5-Chloro-4-dimethoxymethyl-2-(3-methoxy-propyl)-pyridine.To a suspension of Mg (911 mg, 37.5 mmol) and iodine (one crystal) in dry THF (30 mL) was added dropwise 5% of the total amount of l-bromo-3-methoxypropane (4.59 g, 30.0 mmol). The mixture was heated to reflux with the help of a heat gun until the Grignard- formation started. The rest of the l-bromo-3-methoxypropane was added slowly, while an exothermic reaction proceeded. After the end of the addition, the reaction mixture was stirred under reflux for 20 min, and was allowed to cool to rt. This Grignard-sol. (IM in THF, 23.5 mL, 23.5 mmol) was added dropwise to a mixture of 2-bromo-5-chloro-4- dimethoxymethyl-pyridine (2.50 g, 9.38 mmol) and Ni(dppp)Cl2 (495 mg, 0.938 mmol) in THF (50 mL) at 0 0C. The reaction mixture was stirred at rt for 30 min, and was then heated to reflux for 2 h. The mixture was allowed to cool to rt, and was dissolved with EtOAc. This mixture was washed with aq. sat. NaHCO3. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane – > EtO Ac/heptane 1 :1) yielded the title compound (1.51 g, 62%). LC-MS: tR = 0.80 min; ES+: 260.15.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2007/88514; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, molecular formula is C4H9BrO, 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. category: ethers-buliding-blocks

A 250 mL round-bottomed flask was charged with 5-bromo-2-methoxy-phenol ( 1 .5 g, 76.4 mmol), l -bromo-3-methoxy-propane (12.9 g, 84 mmol), K >C( , (22 g, 2 153 mmol) and DM F (50 mL). The resultant mixture was stirred at 50 C for 3 hours, and then ethyl acetate and water was added. The organic phase was separated, and then dried over anhydrous Na?SO.and then concentrated to give 4-bromo- l -methoxy-2-(3-methoxypropoxy)benzene (23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36865-41-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; YANG, Song; HAN, Xingchun; WANG, Zhanguo; (96 pag.)WO2015/173164; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 36865-41-5, name is 1-Bromo-3-methoxypropane, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 36865-41-5, Application In Synthesis of 1-Bromo-3-methoxypropane

To a suspension of 4-chloro-3-hydroxy-5-nitrobenzamide (1.00 g, 4.62 mmol) in DMF(15 mL) was added 1-bromo-3-methoxypropane (1.06 g, 6.93 mmol) and K2C03 (1.91 mg,13.9 mmol). The reaction mixture was stirred at 60 C in a sealed tube. After 3 hr, thereaction was cooled to RT and poured into water. The resulting light yellow precipitate wascollected by filtration and washed with diethyl ether to provide the title compound (1.1 g, 3.8mmol, 83 % yield). LCMS (LCMS Method D): Rt = 0.84 mi [M+H] = 289.0

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Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHARNLEY, Adam Kenneth; DARCY, Michael Gerard; DODSON, Jason W.; DONG, Xiaoyang; FAVRE, David; HUGHES, Terry Vincent; KANG, Jianxing; LEISTER, Lara Kathryn; LI, Yuehu; LIAN, Yiqian; MEHLMANN, John F.; NEVINS, Neysa; RAMANJULU, Joshi M.; ROMANO, Joseph J.; WANG, Gren Z.; YE, Guosen; ZHANG, Daohua; (489 pag.)WO2019/69269; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem