Category: 154264-95-6

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 154264-95-6, name is 7-Bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine, A new synthetic method of this compound is introduced below., Safety of 7-Bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine

n-Butyl lithium (1.6M in hexane, 6.85 mL, 11.0 mmol) was added dropwise to a stirred solution of 7-bromo-4-methyl-3,4-dihydro-2H-l,4-benzoxazine (CAS: 154264-95-6; 2.00 g, 8.77 mmol) in Me-THF (30 mL) under N2 atmosphere at -78 C. The reaction mixture was stirred at -78 C for 30 min and a solution of N-methoxy-N- methylacetamide (CAS:78l9l-00-l; 1.81 g, 17.5 mmol) in Me-THF (10 mL) was added dropwise. The reaction mixture was stirred at -78 C for 1 h and at room temperature for 1 h. The reaction was quenched with NH4Cl (sat.) and extracted with EtOAc. The organic layer was dried (Na2S04), filtered and concentrated in vacuo. The residue was purified by flash column chromatography (silica, EtOAc in heptane, gradient from 0/100 to 30/70). The desired fractions were collected and concentrated in vacuo to afford intermediate 54 (818 mg, 49%) as a yellow oil.

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; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; MARTINEZ-VITURRO, Carlos Manuel; DELGADO-JIMENEZ, Francisca; CONDE-CEIDE, Susana; VEGA RAMIRO, Juan, Antonio; (178 pag.)WO2019/243527; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 154264-95-6, name is 7-Bromo-4-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine, belongs to bromides-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 154264-95-6, COA of Formula: C9H10BrNO

n-BuLi (5.79 ml, 14.47 mmol) was added to a stirred, cooled -78 C solution of 7-bromo-4-methyl-3,4-dihydro-2H-l,4-benzoxazine (Int-81a, 3 g, 13.15 mmol) in THF (24 ml). After stirring lh at -78 C for 1 hour., DMF (2.037 ml, 26.3 mmol) was added dropwise and the mixture allowed to warm slowly over 2 hours to room temperature. The reaction was quenched with aqueous ammonium chloride, and the product extracted into ethyl acetate. The organic phase was washed with brine, dried (NaiSC ), filtered and under reduced pressure to provide Int-81b (2.32 g, 13.09 mmol, 100 % yield) as a green solid.

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Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary