5-Bromoquinoxaline

General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or Add 17 g of 5-aminobenzopyrazine to 50 ml of water, cool to 0°C, add 25 ml of concentrated hydrochloric acid, stir for 0.5 hour, add 10 g of copper bromide in portions, stir at room temperature for 6 hours, add water, extract and separate , Drying, concentration, the residue was separated on a silica gel column to obtain 14g 5-bromobenzopyrazineGeneral procedure: A solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in CClGeneral procedure: A solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in CClGeneral procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or General procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or Add 17 g of 5-aminobenzopyrazine to 50 ml of water, cool to 0°C, add 25 ml of concentrated hydrochloric acid, stir for 0.5 hour, add 10 g of copper bromide in portions, stir at room temperature for 6 hours, add water, extract and separate , Drying, concentration, the residue was separated on a silica gel column to obtain 14g 5-bromobenzopyrazineGeneral procedure: A solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in CClGeneral procedure: A solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in CClGeneral procedure: Bromine was added dropwise to a magnetically stirred refluxing solution of quinoxaline (1) or tetrahydroquinoxaline 15 or 19 in the relevant solvent. The resulting reaction mixture was heated at reflux temperature. The reaction was monitored by TLC or (1) In a 250mL three-neck bottle, Pass in nitrogen, Add 0.02mol of raw materials I-8 and dissolve in 100ml of tetrahydrofuran (THF).0.024mol bis (pinacolate) diboron, 0.0002mol (1, 1'-bis (diphenylphosphine) ferrocene) dichloropalladium (II) and 0.04mol potassium acetate were added, the mixture was stirred, and the mixed solution of the above reactants was heated to reflux at a reaction temperature of 80 C 5 hours; after the reaction is completed, cool and add 100 ml of water, and filter the mixture, take the filter cake and dry in a vacuum oven. The obtained residue was separated and purified through a silica gel column to obtain intermediate E3; the purity by HPLC was 99.1%, and the yield was 86.3%A mixture of Under a nitrogen atmosphere, the compound of formula C (0.658 g, 3.30 mmol), The compound of formula D (1.518 g, 7.26 mmol), Sodium tert-butoxide (0.952 g, 9.90 mmol), Bis (dibenzylideneacetone) palladium (0) (0.114 g), bis (diphenylphosphino) - 1, 1'-binaphthalene (0) 100 mL of toluene was added to [(±) -2, 2'-Bis (diphenylphosphino) -1, 1'-binaphthalene] (0.185 g, 0.297 mmol) and refluxed for 12 hours. After the temperature was lowered to room temperature, the mixture was washed with water, the residue was removed with MgSO 4, hydrazine monohydrate was added thereto, and the mixture was stirred at room temperature for 30 minutes. Precipitated in hexane, filtered off the solid, and dried under vacuum to obtain the compound 2

Molecular Weight:209.04
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Exact Mass:207.96361
Monoisotopic Mass:207.96361
Topological Polar Surface Area:25.8
Heavy Atom Count:11
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes