1-Methylpiperazine → 5-Fluoro-6-(4-methylpiperazinyl)isatin

HRID 215789노트

반응식

HRID 215789 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1F)[NH:7][C:6](=[O:12])[C:5]2=[O:13].[CH3:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>CS(C)=O.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N:18]1[CH2:19][CH2:20][N:15]([CH3:14])[CH2:16][CH2:17]1)[NH:7][C:6](=[O:12])[C:5]2=[O:13]

참가 물질

5

반응물 2

HCID 531671-MethylpiperazineHCID 19263085,6-difluoro-2,3-dihydro-1H-indole-2,3-dione

생성물 1

HCID 193907095-Fluoro-6-(4-methylpiperazinyl)isatin수율 72%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 5,6-difluoroisatin (1.0 g, 5 mmol) in 50 mL of dimethyl sulfoxide was added N-methylpiperazine (5.47 g, 50 mmol). The mixture was stirred for 4 h at room temperature and the crude reaction mixture was diluted with ethyl acetate. The organic solution was washed with saturated sodium bicarbonate. The organic layers were separated and concentrated to give the title compound in 72% yield: mp 150° C. (dec); 1H NMR (300 MHz, DMSO-d6) δ 10.8 (br s, 1H), 7.3 (d, 1H), 6.4 (d, 1H), 2.25 (s, 3H), 2.2 (m, 4H), 2.1 (m, 4H).

후처리

  1. customthe crude reaction mixture
  2. washThe organic solution was washed with saturated sodium bicarbonate
  3. customThe organic layers were separated
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1c40c7e578ec4c259002f0939875545d
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193185B2

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