Category: 1206968-92-4

Adding a certain compound to certain chemical reactions, such as: 1206968-92-4, (5-Bromo-3-fluoropyridin-2-yl)methanol, 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, SDS of cas: 1206968-92-4, blongs to pyridine-derivatives compound. SDS of cas: 1206968-92-4

A microwave vial was charged, in succession, with (5 -bromo-3 -fluoropyridin-2- yl)methanol (100 mg, 0.485 mmol), 7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)quinoline (124 mg, 0.485 mmol), 1 , -bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (35 mg, 0.043 mmol), 1,4-dioxane (3 mL), and 2M aq. potassium carbonate (1.5 mL). The vial was capped, purged with nitrogen, and stirred at 100 C. After 30 minutes, the reaction mixture was cooled to room temperature, allowing the organic phase to separate from the aqueous. The organic layer was removed and filtered through a plug of Celite and sodium sulfate. The plug was washed with dioxane (10 mL). The organic filtrate was concentrated in vacuo. Purification via flash chromatography (0-10% methanol/dichloromethane) afforded the title compound (150 mg, 103%). Although the recovered weight exceeded the theoretical yield, the compound was used without further purification. MS(ES)+ m/e 255.2 [M+H]+.

The synthetic route of 1206968-92-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Nicholas, David; CHAUDHARI, Amita, M.; KIESOW, Terence, John; McSHERRY, Allison, K.; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; REIF, Alexander, Joseph; RIDGERS, Lance, Howard; WO2014/8223; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1206968-92-4 , The common heterocyclic compound, 1206968-92-4, name is (5-Bromo-3-fluoropyridin-2-yl)methanol, molecular formula is C6H5BrFNO, 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.

[00186] To a solution of 69 (90 mg, 0.44 mmol) in anhydrous CH2C12 (1 mL) was added sulfonyl chloride (0.2 mL) at rt under N2. The mixture was stirred at reflux for 3 h. The mixture was concentrated under reduced pressure to afford crude chloride q (HC1 salt, 100 mg, 100%) as a yellow solid, which was used for the next step directly without further purification. LC-MS tR = 0.796 mm in 5-95 AB_1 .5 mm chromatography (Welch Xtimate MK RP-18e 25-2mm), MS (ESI) m/z 223.6 [M+H].

The synthetic route of 1206968-92-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; SINGH, Suresh, B.; TICE, Colin, M.; YUAN, Jing; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2014/179564; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1206968-92-4 , The common heterocyclic compound, 1206968-92-4, name is (5-Bromo-3-fluoropyridin-2-yl)methanol, molecular formula is C6H5BrFNO, 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.

[00186] To a solution of 69 (90 mg, 0.44 mmol) in anhydrous CH2C12 (1 mL) was added sulfonyl chloride (0.2 mL) at rt under N2. The mixture was stirred at reflux for 3 h. The mixture was concentrated under reduced pressure to afford crude chloride q (HC1 salt, 100 mg, 100%) as a yellow solid, which was used for the next step directly without further purification. LC-MS tR = 0.796 mm in 5-95 AB_1 .5 mm chromatography (Welch Xtimate MK RP-18e 25-2mm), MS (ESI) m/z 223.6 [M+H].

The synthetic route of 1206968-92-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; SINGH, Suresh, B.; TICE, Colin, M.; YUAN, Jing; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2014/179564; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem