苯并呋喃-2-甲腈

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In step 1 of Scheme C, bromophenol n undergoes iodination to form bromo-iodo-phenol o. Phenol compound o is then reacted with cinnamoyl halide p in step 2 to afford phenoxy ester compound g. Compound g undergoes a cyclization in step 3 to form benzofuran compound r. In step 4 compound r is reacted with dimethyl formamide in the presence of phosphorus oxychloride to afford benzofuran-2-carboxaldehyde s. Aldehyde compound s is converted to cyano-benzofuran compound t in step 5 by reaction with aqueous ammonia. In step 6 a Buchwald reaction is carried out by reacting compound t with piperazine compound f to afford piperazinyl benzofuran u. The nitrile group of compound u undergoes oxidation in step 7 to give benzofuran carboxamide compound v. Compound v is then deprotected in step 8 to afford compound w, which is a compound of formula II in accordance with the invention. In step 6 a Buchwald reaction

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In step 1 of Scheme C, bromophenol n undergoes iodination to form bromo-iodo-phenol o. Phenol compound o is then reacted with cinnamoyl halide p in step 2 to afford phenoxy ester compound g. Compound g undergoes a cyclization in step 3 to form benzofuran compound r. In step 4 compound r is reacted with dimethyl formamide in the presence of phosphorus oxychloride to afford benzofuran-2-carboxaldehyde s. Aldehyde compound s is converted to cyano-benzofuran compound t in step 5 by reaction with aqueous ammonia. In step 6 a Buchwald reaction is carried out by reacting compound t with piperazine compound f to afford piperazinyl benzofuran u. The nitrile group of compound u undergoes oxidation in step 7 to give benzofuran carboxamide compound v. Compound v is then deprotected in step 8 to afford compound w, which is a compound of formula II in accordance with the invention. In step 6 a Buchwald reaction

反应条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Potassium carbonate (65.2 g) was added to a DMF solution (500 ml) of (2-formylphenyl)oxyacetonitrile (38 g), which was stirred at 60° C. for 2.5 hours. Water was added to the reaction mixture, which was extracted with diethyl ether. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried and concentrated. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1) to obtain the entitled compound (14.5 g). was extracted with diethyl ether The organic layer was washed with water a saturated aqueous sodium chloride solution, then dried concentrated The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1)

反应条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Potassium carbonate (65.2 g) was added to a DMF solution (500 ml) of (2-formylphenyl)oxyacetonitrile (38 g), which was stirred at 60° C. for 2.5 hours. Water was added to the reaction mixture, which was extracted with diethyl ether. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried and concentrated. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1) to obtain the entitled compound (14.5 g). was extracted with diethyl ether The organic layer was washed with water a saturated aqueous sodium chloride solution, then dried concentrated The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1)

反应条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Potassium carbonate (65.2 g) was added to a DMF solution (500 ml) of (2-formylphenyl)oxyacetonitrile (38 g), which was stirred at 60° C. for 2.5 hours. Water was added to the reaction mixture, which was extracted with diethyl ether. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried and concentrated. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1) to obtain the entitled compound (14.5 g). was extracted with diethyl ether The organic layer was washed with water a saturated aqueous sodium chloride solution, then dried concentrated The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10/1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In step 1 of Scheme C, bromophenol n undergoes iodination to form bromo-iodo-phenol o. Phenol compound o is then reacted with cinnamoyl halide p in step 2 to afford phenoxy ester compound g. Compound g undergoes a cyclization in step 3 to form benzofuran compound r. In step 4 compound r is reacted with dimethyl formamide in the presence of phosphorus oxychloride to afford benzofuran-2-carboxaldehyde s. Aldehyde compound s is converted to cyano-benzofuran compound t in step 5 by reaction with aqueous ammonia. In step 6 a Buchwald reaction is carried out by reacting compound t with piperazine compound f to afford piperazinyl benzofuran u. The nitrile group of compound u undergoes oxidation in step 7 to give benzofuran carboxamide compound v. Compound v is then deprotected in step 8 to afford compound w, which is a compound of formula II in accordance with the invention. In step 6 a Buchwald reaction