BENZOFURAN-5-BORONIC ACID

(Preparation 7) General procedure: Operation steps: Under the condition of argon protection, weigh 0.9mmol boric acid, 0.5mmol reagent, 0.05mmol copper sulfate, 0.75mmol sodium bicarbonate, 5 mL of methanol was placed in a 25 mL sealed tube and reacted at room temperature for 12 h. After the reaction is over, Add 10 mL of water, extract with anhydrous ether, and dry over anhydrous magnesium sulfate.Filtered through celite, concentrated, and the residue was subjected to flash silica gel column chromatography.84 mg of a colorless oily liquid was obtained with a yield of 77%.General procedure: Methyl 3, 5-diamino-6-chloropyrazine-2-carboxylate 2 (1 eq.) was combined with K2CO3 (10 eq.), the appropriate (het)aryl boronic acid (1.5 eq.) and Pd(PPh3)4 (5 mol%) in a two-neck round bottom flask. The flask was connected to a condenser and purged with nitrogen. A 4:1 mixture of anhydrous toluene: MeOH (60 mL) was added via syringe and the reaction mixture was heated at reflux for 0.5-18 h. The mixture was allowed to cool to room temperature and filtered through Celite (10 x 3 cm, eluting with 3 x 20 mL EtOAc). The filtrate was evaporated to dryness and the residue purified by silica gel flash column chromatography using EtOAc/pet spirit.

Molecular Weight:161.95
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:162.0488242
Monoisotopic Mass:162.0488242
Topological Polar Surface Area:53.6
Heavy Atom Count:12
Complexity:162
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes