Acetonitrile → 7-(3-Aminoazetidin-1-yl)-1-(3-amino-4,6-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

HRID 1415958

반응식

HRID 1415958 반응식
C(#N)C.[NH2:4][C:5]1[CH:6]=[C:7]([N:13]2[C:22]3[C:17](=[CH:18][C:19]([F:24])=[C:20](Cl)[N:21]=3)[C:16](=[O:25])[C:15]([C:26]([OH:28])=[O:27])=[CH:14]2)[C:8]([F:12])=[CH:9][C:10]=1[F:11].Cl.Cl.[NH2:31][CH:32]1[CH2:35][NH:34][CH2:33]1>C(N(CC)CC)C>[NH2:31][CH:32]1[CH2:35][N:34]([C:20]2[N:21]=[C:22]3[C:17]([C:16](=[O:25])[C:15]([C:26]([OH:28])=[O:27])=[CH:14][N:13]3[C:7]3[C:8]([F:12])=[CH:9][C:10]([F:11])=[C:5]([NH2:4])[CH:6]=3)=[CH:18][C:19]=2[F:24])[CH2:33]1

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 110899701-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 13491919Azetidin-3-amine--hydrogen chloride (1/2)

생성물 1

HCID 117322247-(3-Aminoazetidin-1-yl)-1-(3-amino-4,6-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid수율 91.2%

시약·촉매·용매 1

HCID 8471Triethylamine용매

반응 조건

온도
80 °C

실험 절차

To 200 ml of acetonitrile were added 3.7 g of 1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid, 2.18 g of 3-aminoazetidine dihydrochloride, and 6.06 g of triethylamine. The solution was stirred at 80° C. for 15 hours. The reaction solution was cooled whereupon the precipitated solid was collected by filtration and washed with ethanol and isopropyl ether to give 3.7 g of the title compound.

후처리

  1. temperatureThe reaction solution was cooled whereupon the precipitated solid
  2. filtrationwas collected by filtration
  3. washwashed with ethanol and isopropyl ether

출처 및 근거

ORD 기록
ord-4177a93c64254627b21a0185074cb3cf
출처 데이터셋
uspto-grants-1999_06
특허 번호
US05910498

연결된 노트

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