Potassium Carbonate → 5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one

HRID 542512ノート

反応式

HRID 542512 の反応式
Br[C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:12])[NH:7]2.[CH3:13][C:14]1[NH:15][CH:16]=[CH:17][N:18]=1.CN1CCCC1=O.C(=O)([O-])[O-].[K+].[K+]>[Cu].C(O)(=O)C.O>[CH3:13][C:14]1[N:15]([C:2]2[N:11]=[CH:10][CH:9]=[C:8]3[C:3]=2[CH:4]=[CH:5][C:6](=[O:12])[NH:7]3)[CH:16]=[CH:17][N:18]=1

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 127492-MethylimidazoleHCID 13387N-methyl-2-pyrrolidoneHCID 117758245-Bromo-1,6-naphthyridin-2(1H)-one

生成物 1

HCID 100139235-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one収率 42.6%

試薬・触媒・溶媒 3

HCID 23978Copper触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A mixture containing 5.6 g of 5-bromo-1,6-naphthyridin-2(1H)-one, 8 g of 2-methyl-1H-imidazole, 25 ml of N-methylpyrrolidinone, 3.4 g of anhydrous potassium carbonate and 50 mg of copper powder was refluxed for 6 hours, allowed to cool to room temperature and then poured into 100 ml of water. The resulting solution was neutralized by adding acetic acid and the resulting solution was allowed to stand overnight at room temperature. The solid that separated was collected, recrystallized from dimethylformamide and dried in a vacuum oven at 90°-95° C. to yield 2.4 g of 5-(2-methyl-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one, m.p. >310° C.

後処理

  1. temperaturewas refluxed for 6 hours
  2. customThe solid that separated
  3. customwas collected
  4. customrecrystallized from dimethylformamide
  5. customdried in a vacuum oven at 90°-95° C.

出典と根拠

ORDレコード
ord-65cccba43bfb40fe83e9688528f493c5
出典データセット
uspto-grants-1987_04
特許番号
US04657915

反応ノート

読み込み中…