2,2-Difluoro-1,3-benzodioxole-5-carboxylic acid

Step 2.2, 2-Difluorobenzo-1, 3-dioxole-5-carboxylic acid; 1012 g of HF were initially charged at 0° C. and 257 g of BFMagnesium turnings (11.12g, 0.464mol) and anhydrous tetrahydrofuran (600 ml) were placed in a round-bottomed flask fitted with a mechanical stirrer, reflux condenser, pressure equalizing addition funnel and drying tube. 5-Bromo-2, 2- difluoro-l, 3-benzodioxole (lOOg) was added to the flask under nitrogen atmosphere. The temperature of the reaction mass was raised to 40°C during initiation. Upon initiation, remaining 5-Bromo-2, 2-difluoro-l, 3-benzodioxole (lOOg) was added drop- wise to the reaction mass. The temperature of the reaction mass was maintained below 40°C. The progress of the reaction was monitored by gas chromatography. The reaction mass was then cooled to 0°C and carbon-dioxide gas was passed for 2 hours at 0°C. The raction was monitored by liquid chromatography for completion. The reaction mass was quenched with 10percent HC1 (230g). The organic layer was separated, concentrated to obtain solid. The solid was washed with water (50g) and dichloromethane (50g), filtered and dried at 60°C under 50mmHg for 2 hours to obtain the title compound. Yield (percent): 70 Purity (percent): 99 (by liquid chromatography)2, 2-difluorobenzo [d] [1, 3] dioxole-5-carboxylic acid (55.0 mg), Diisopropylethylamine (146 muL) and HATU (96.0 mg) were mixed with dimethylformamide (1 mL).(R) -1, 1, 1-trifluoro-2-((S) -5-methyl-5, 6, 7, 8-tetrahydroimidazo [1, 5-a] pyrazine- was added to this mixture under ice cooling. 3-yl) propan-2-ol dihydrochloride(70.0 mg)Stir at room temperature overnight.Under ice-cooling, a saturated aqueous sodium hydrogen carbonate solution and water were added to the reaction mixture, and the mixture was extracted with ethyl acetate.The organic layer was washed sequentially with an aqueous sodium bicarbonate solution and a saturated aqueous sodium chloride solution.The organic layer was dried with sodium sulfate.Sodium sulfate is filtered off, The filtrate was concentrated under reduced pressure.The obtained residue was purified by silica gel column chromatography (hexane: acetone = 9: 1 to 1: 4) to give the title compound (80.7 mg).

Molecular Weight:202.11
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:202.00776493
Monoisotopic Mass:202.00776493
Topological Polar Surface Area:55.8
Heavy Atom Count:14
Complexity:256
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes