142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 4-Bromo-2-fluorobenzotrifluoride
step 2: To a solution of 4-bromo-2-fluoro-l-(trifluoromethyl)benzene (4.854 g, 19.98 mmol) and ether (50 mL) cooled to -78 C was added butyl lithium (7.990 mL, 19.98 mmol) slowly over 10 min. The reaction was transferred via cannula to a solution of 74 (4.30 g, 16.65 mmol) in THF (50 mL) cooled to -78 C. The reaction was stirred for 10 min after all aryl lithium was added. The reaction was quenched with water and extracted with DCM. The organic layer was concentrated and the crude product purified by Si02 chromatography eluting with an EtOAc/hexane (1 to 5% EtOAc). A close running impurity was not removed by this purification. A Si02 column was run eluting with an Et20/hexane gradient (1 to 3% Et20). The impurity was still present and the compound was finally purified on a SP4 reverse phase column chromatography eluting with MeCN/water gradient (65 to 100% MeCN) to afford 2.105 g (33.2%) of (R)-tert-butyl 2-(3-fluoro-4-(trifluoromethyl)benzoyl)-pyrrolidine-l-carboxylate (76).
The synthetic route of 142808-15-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James F.; CHEN, Huifen; CHICARELLI, Mark Joseph; DEMEESE, Jason; GARREY, Rustam; GAUDINO, John J.; KAUS, Robert J.; KOLAKOWSKI, Gabrielle R.; MARLOW, Allison L.; MOHR, Peter J.; REN, Li; SCHWARZ, Jacob; SIEDEM, Christopher S.; THOMAS, Allen A.; WALLACE, Eli; WENGLOWSKY, Steven Mark; WO2012/118850; (2012); A1;,
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