Application of 179897-90-6, The chemical industry reduces the impact on the environment during synthesis 179897-90-6, name is 1,3-Dibromo-2-chloro-5-fluorobenzene, I believe this compound will play a more active role in future production and life.
A scalable tube was charged with 1,3-dibromo-2-chloro-5-fluoroben;jene(1.0, 12.52 g, 43.4 mmoi), benzophepsilon?one iniine(H.26 g, 45.6 mmoi), sodium tert-Bupsilontoxide(8.26 g, 65.1 mmoi), and loluene(100 ml). The resulting mixture was thoroughly sparged with Argon, then followed by addition of Pd2(dba)Lambda(Q398 g, 0.434 mmoi) and (S)«B.NAP(0.81 1 g, 1.3 mmoi) and Argon sparge was repealed. Reaction was sealed and heated overnight to 85C using an oil bath. Reaction mixture was cooled down to ambient temperature, quenched with water(20ml). Toluene layer was isolated, concentrated and residue was a mixture of mono-coupling product and his-coupUng byproduct with ratio -4:1 by fc:JPLC area at 220 nm. Residue was dissolved in TlIF (70 ml), treated with 3M MCI (20 ml) at room temperature for 1 hour and basified with sat. -Na2CO3 (40 ml). THF layer was separated, washed with brine, concentrated and residue was purified by flash chromatography on silica gel and 12 was obtained as a light yellow solid( 6.32 g, 30.4 mmot, yield 70%.LC/MS: (M+HJ=ncrt ionized, f« – 0.9 min);1H NMR(CDCl3, 300 MHz) 6 ppm 4.32 (s, 2 H), 6.44(dd, J, <;? 9.82 Hz, J2 *2.78 Hz, 1 H), 6.77<;dd, J1« 7.91 Hz, J2 -- 2.64 Hz, I H).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,3-Dibromo-2-chloro-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; NOVARTIS AG; HUANG, Zilin; SENDZIK, Martin; WO2010/100127; (2010); A1;,
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