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

HRID 1756558ノート

反応式

HRID 1756558 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 193907095-Fluoro-6-(4-methylpiperazinyl)isatin収率 72%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-fe055647377f40788f46b7a0bc724a93
出典データセット
uspto-grants-1995_08
特許番号
US05441955

反応ノート

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