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

HRID 542512노트

반응식

HRID 542512 반응식
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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 23978Copper촉매HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-65cccba43bfb40fe83e9688528f493c5
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04657915

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