Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H6ClFO
Step 2: (3S,4 ?)-4-chloro-2-fluorobenzyl 4-(([l,2,4]triazolo[4,3-o]pyrazin-5-ylamino)-methyl)-3- fluoropiperidine-l-carboxylate [0239] To a solution of (4-chloro-2-fluorophenyl)methanol (136 mg, 0.85 mmol) in dried DMSO (5 mL) was added CDI (145 mg, 0.93 mmol) at room temperature. After stirring for 1.5 hrs, A/-(((3S,4 ?)-3- fluoropiperidin-4-yl)methyl)-[l,2,4]triazolo[4,3-o]pyrazin-5-amine dihydrochloride salt (250 mg, 0.77 mmol) was added. The reaction mixture was heated to 50 C under N2 atmosphere, overnight. The mixture was allowed to cool to room temperature and diluted with EtOAc. The organic layer was washed with water, brine, dried over Na2S04 and concentrated. The concentrate was purified by column chromatography over silica gel (DCM/MeOH = 30/1) to afford the title compound as a pale- yellow powder (140 mg, 42%). MS (ESI) calcd for C19H19CIF2N602: 436.1 ; found: 437.2 [M+H]. *H NMR (400 MHz, CD3OD) delta 9.09 (s, 1H), 7.69 (d, J = 4.8 Hz, 1H), 7.43 (t, J = 8.0 Hz, 1H), 7.30 (d, J = 4.8 Hz, 1H), 7.26-7.20 (m, 2H), 5.21-5.12 (m, 2H), 4.88-4.73 (m, 1H), 4.48-4.39 (m, 1H), 4.26-4.29 (m, 1H), 3.67-3.62 (m, 1H), 3.59-3.54 (m, 1H), 3.14-2.81 (m, 2H), 2.31-2.15 (m, 1H), 1.72-1.54 (m, 2H).
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Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (239 pag.)WO2016/100349; (2016); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts