Category: 854391-95-0

Related Products of 854391-95-0,Some common heterocyclic compound, 854391-95-0, name is Bis(4-methoxybenzyl)amine hydrochloride, molecular formula is C16H20ClNO2, 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.

Preparation of intermediate II-22; A mixture of 2-chloro-5-bromopyrimidine (1.0 g, 5.16 mmol), N-(4- methoxybenzyl)(4-methoxyphenyl)methanamine hydrochloride, (cas 854391-95- 0) (1.59 g, 5.418 mmol) and DIPEA (2.68 mL, 15.48 mmol) in dry dioxane (10 mL) was heated for 1 h at 160C under microwave irradiation. On cooling, the mixture was diluted with EtOAc (200 mL) and the organic phase was washed with saturated aqueous NaHC03 (50 mL), brine (50 mL), dried (MgS04) and the solvent removed in vacuo to give a residue that was purified by column chromatography (hexane/EtOAc mixtures -20:1 to 10:1- as eluent) to give desired product as a white solid (1.81 g, 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bis(4-methoxybenzyl)amine hydrochloride, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco, Javier; WO2011/89400; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 854391-95-0 as follows. Recommanded Product: Bis(4-methoxybenzyl)amine hydrochloride

A solution of benzaldehyde (1.00 g, 9.42 mmol)and benzylamine (1.01 g, 9.42 mmol) in PhMe (120 mL) was heated under reflux inan inert atmosphere with stirring for 16 hours. The H2O generatedwas collected in a Dean-Stark trap. The solvent was removed under vacuum andthe pale yellow oil obtained was dissolved in MeOH (60 mL) before NaBH4(2.1 g, 56.5 mmol) was added. The resulting solution was stirred overnight atroom temperature in an inert atmosphere. The reaction mixture was then treatedwith HCl (2 M, 10 mL), and the solvents were removed under reduced pressure.The solid residue was suspended in NaOH (8 M, 30 mL) and extracted with CHCl3(3 x 60 mL). The combined organic fractions were dried (MgSO4),filtered and the solvents were evaporated off to give I as a pale yellow oil. White crystalline solid (25 %). 1HNMR (300 MHz, CD3CN) d =7.40 (d, 4H), 7.00 (d, 4H), 4.12 (s, 4H), 3.70 (s, 6H).

According to the analysis of related databases, 854391-95-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Payne, Nicholas A.; Delmas, Luke C.; McDowell, Sean A.C.; Williams, Avril R.; Tetrahedron Letters; vol. 56; 37; (2015); p. 5175 – 5179;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 854391-95-0, name is Bis(4-methoxybenzyl)amine hydrochloride, molecular formula is C16H20ClNO2, 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. 854391-95-0

A solution of 2-(benzylthio)-5-chloropyrazine (0.916 g, 3.87 mmol) in DCM (15 mL, 233 mmol) was treated with water (1.5 mL) and the resultant suspension was cooled to between -5 and o C. Sulfuryl chloride (2.2 mL, 26.2 mmol) was added and the reaction mixture was stirred for 2 hours maintaining the temperature between -5 and o C. A slurry of ice/water (10 mL) was added and the organic phase was collected. The aqueous phase was extracted with DCM (2 x 10 mL) and the combined organic extracts were dried (MgS04) and concentrated in vacuo to afford crude intermediate 5- chloropyrazine-2-sulfonyl chloride as a pale yellow liquid (1.198 g). (1370) A suspension of bis(4-methoxybenzyl)amine hydrochloride (1.198 g, 4.08 mmol) and TEA (1.2 mL, 8.61 mmol) in DCM (15 mL) at o C was treated with a solution of 5- chloropyrazine-2-sulfonyl chloride (0.824 g, 3.87 mmol) in DCM (5 mL) dropwise. The resultant solution was stirred at o C for 15 minutes and then allowed to warm to room temperature for 16 hours. A saturated aqueous NH4C1 solution (10 mL) was added and the organic phase was collected. The aqueous phase was extracted with DCM (2 x 10 mL) and the combined organic extracts were dried (MgS04) and concentrated in vacuo. The crude product was purified by chromatography on silica gel (24 g column, 0-30% EtOAc/isohexane) to afford the title compound (1.312 g, 77 %) as a white solid. (1371) NMR (CDCI3) delta 8.78 (d, J = 1.4 Hz, lH), 8.46 (d, J = 1.4 Hz, lH), 7.11 – 7.07 (m, 4H), 6-79 – 6.75 (m, 4H), 4-43 (s, 4H), 3-79 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 854391-95-0, its application will become more common.

Reference:
Patent; INFLAZOME LIMITED; COOPER, Matthew; MILLER, David; MACLEOD, Angus; VAN WILTENBURG, Jimmy; THOM, Stephen; ST-GALLAY, Stephen; SHANNON, Jonathan; (352 pag.)WO2019/8025; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem