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5-(α-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With potassium carbonate; In acetonitrile; at 25 - 35℃; for 5h;Product distribution / selectivity;
Example-1; Preparation of 5-(a-cyclopropyIcarbonyI-2-fluorobenzyl)- 4,5,6,7,- tetrahydrothieno[3,2-c] pyridine compound of formula-4.2-fluoro-a-cyclopropyl carbonyl benzyl bromide (6.1 grams) was added to a mixture of 4,5,6,7-tetrahydrothieno[3,2-c] pyridine hydrochloride (5.0 grams) and potassium carbonate (6.0 grams) in acetonitrile (50 ml) at temperature 25 to 35C and stirred for 5 hours. The reaction mixture was filtered and the filtrate was distilled off completely. The obtained residue was purified using cyclohexane and ethyl acetate to provide the title compound.Yield: 8.0 grams
With potassium carbonate; In acetonitrile; at 25 - 35℃; for 5h;Product distribution / selectivity;
Example 1Preparation of 5-(alpha-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7,-tetrahydrothieno[3,2-c] pyridine Compound of Formula-42-fluoro-alpha-cyclopropyl carbonyl benzyl bromide (6.1 grams) was added to a mixture of 4,5,6,7-tetrahydrothieno[3,2-c] pyridine hydrochloride (5.0 grams) and potassium carbonate (6.0 grams) in acetonitrile (50 ml) at temperature 25 to 35 C. and stirred for 5 hours. The reaction mixture was filtered and the filtrate was distilled off completely. The obtained residue was purified using cyclohexane and ethyl acetate to provide the title compound.Yield: 8.0 grams
(38.9 mmol) of 4,5,6,7-tetrahydrothieno [3,2-c] -pyridine hydrochloride was added to a 100 mL two-necked flask,Potassium bicarbonate 20 Og (0.2 mol) was added with stirring at room temperature.After the reaction for 30 minutes, a mixture of 10.03 g (39. Ommol) of 2-bromo-1-cyclopropyl- (2-fluorophenyl) ethanone and 10 mL of acetonitrile was added dropwise over about 30 minutes.Reaction at room temperature for 25 hours, TLC monitoring reaction. The solid was filtered off, washed with 10 mL of acetonitrile, and then the solvent was removed under reduced pressure at 50 C,To the residue was added 20 mL of acetone, cooled to 10 C, and 6.5 mL of a 48% aqueous hydrobromic acid solution was added dropwise at this temperature. Precipitation was observed at the end of the dropwise addition and stirring was continued at room temperature for 3 hours. Cooled to 0-5 C, filtered and washed with 5 mL of acetone to give 11.258 white crystals in 73.1% yield,