(5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone CAS 461432-22-4
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- Appearance: White powder
- Purity: 99. 0%min
- Stock: In stock
- Sample: Available
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(5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone: The Complete Guide
(5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone for Sale
Basic Info of (5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone
Pharmaceutical intermediates; Pharmaceutical raw materials
What is (5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone?
(5-Bromo-2-chlorophenyl) (4-ethoxyphenyl) ketone, also referred to as 5-bromo-2-chloro-4′-ethoxybenzophenone, is the key to the synthesis of dapagliflozin Intermediate. Dapagliflozin is a brand-new kind of anti-diabetic medicine collectively developed by Bristol-Myers Squibb and AstraZeneca. It is the initial SGLT2 prevention approved for the treatment of type 2 diabetic issues as a diabetes medicine therapy A crucial selection amongst grownups with type 2 diabetes as an adjunct to diet regimen as well as workout to improve glycemic control.
(5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone is an intermediate for improved synthesis of dapagliflozin, a novel selective type II Sodium-glucose co-transporter (SGLT2) inhibitor.
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Preparation of (5-Bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone
The preparation method of 5-bromo-2-chloro-4′-ethoxybenzophenone, adding 24g (0.2mol) of thionyl chloride, 0.1ml of DMF, 5-bromo-2-chlorobenzoic acid to the flask successively 23.5g (0.1mol), stirred and heated to reflux for 4h, after the reaction, thionyl chloride was removed by distillation under reduced pressure at 60°C to obtain 25.1g of a yellow solid 5-bromo-2-chlorobenzoyl chloride crude product (yield 99%);
Directly add 100ml of dichloromethane, stir to dissolve, cool down to -20℃～-25℃, add 66g of aluminum trichloride supported by silica gel (the load is 1.6mmol/g, a total of 0.105mol), and control the vacuum degree of the system to -0.05MPa 13.4g (0.11mol) of phenethyl ether was added dropwise to react for 2h, filtered, soaked and washed with 40ml of dichloromethane, the filter cake was combined into the filtrate, washed with 5% sodium bicarbonate solution and water in turn, and the solvent was evaporated. Gained solid carries out recrystallization with the mixed solvent (ethanol and water volume ratio is 3:2) of 4 times of volumes of ethanol and water, and obtains 5-bromo-2-chloro-4′-ethoxybenzophenone after drying 31.1 g (total yield 91.8%, HPLC purity 99.88%).