Application of 558-42-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, molecular weight is 108.5667, as common compound, the synthetic route is as follows.
General procedure: In a150 mL pressure vessel, a suspension of 3-bromo-1H-pyrazole (8 g, 54.43 mmol) cesiumcarbonate (53.2 g, 163.29 mmol), and difluoroiodomethane (10percent wt. in THF, 200 ml, 106.23mmol) was heated at 45°C overnight. The reaction mixture was cooled to room temperature andthen filtered through Celite. The filter cake was washed with Et20 (3 x 150 mL). The filtrate was washed with brine, dried over sodium sulfate and carefully concentrated (20 °C bath, 100 mb vacuum) to give 17 g of a 1.5:1 ratio of regioisomers and solvent still present. This crude material was combined with 3,5-Difluoro-4-formylphenylboronic acid (12.65 g, 68.03 mmol),Palladium acetate (0.31 g, 1.381 mmol), butyldi- 1 -adamantylphosphine (1.171 g, 3.265 mmol) and Potassium carbonate (22.80 g, 164.96 mmol) in dioxane (150 mL) and water (50 mL) the mixture was degassed for 10 mm with argon, then heated at 100 °C overnight. The reaction mixture was cooled to room temperature, concentrated under reduce pressure, the residue was diluted with EtOAc and washed with brine 2x then dried over Na2504, filtered and concentratedunder reduced pressure. The crude residue was purified by silica column chromatography (5percent to15percent EtOAc/Hex). Mixed fractions were recrystallized (5:1 Hex/EtOAc) combined pure product afforded P4. 1HNMR (400 MHz, Chloroform-d) oe 10.35 (d, J = 1.0 Hz, 1H), 7.92 (d, J = 2.8 Hz, 1H), 7.46 (d, J = 9.6 Hz, 2H), 7.24 (t, J = 60.5 Hz, 1H), 6.80 (d, J = 2.8 Hz, 1H).
Statistics shows that 558-42-9 is playing an increasingly important role. we look forward to future research findings about 1-Chloro-2-methyl-2-propanol.
Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
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