Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, belongs to chlorides-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 13918-92-8, HPLC of Formula: C6H3ClF2O2S
To a suspension of 5-bromo-2-methoxypyridin-3-amine (6.3 g, 31 mmol) in pyridine (25 mL) was added 2,4-difluorobenzene-1-sulfonyl chloride (16.47 g, 77.5 mmol). The reactionwas stirred at 23C for 24 h. The solvent volume was then reduced to 50% under reduced pressure. The resulted solid was collected by filtration, and was washed with i-PrOH (5 mL x 2)followed by Et20 (5 mL). A suspension of the above solid and NaOH (2.48 g, 62 mmol) inMeOH (25 mL) was stirred at 23C for 1 h and then concentrated in vacuo. The residue wasdiluted with DCM (20 mL) and 2M HCl (20 mL), adjusted to pH 7 with 5% aq. NaHC03, andthen extracted with DCM (20 mL x 3). The combined organic phases were washed with brine (20mL), dried over anhydrous Na2S04 and concentrated in vacuo to give the title compound as apale yellow solid (8.2 g, 69.9%). The title compound was characterized by LC-MS and 1HNMR as shown below:LC-MS (ESI, pos. ion) m/z: 379 [M+Ht;1HNMR (400 MHz, CDCh) 8 (ppm): 3.89 (s, 3H), 6.90-7.01 (m, 2H), 7.80-7.83 (d, J= 2.24 Hz,1H), 7.86-7.93(m, 2H).
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Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Zhuo; WANG, Tingjin; WU, Zuping; WEN, Qiuling; WO2014/22128; (2014); A1;,
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