Hexane → HCID 54026803、化合物

HRID 849042ノート

反応式

HRID 849042 の反応式
CCCCCC.[H-].[K+].[Cl:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][CH:14]=[CH:13]2.[CH3:19][N:20]1[C:24]([CH3:25])=[C:23]([N:26]=[C:27]=[S:28])[C:22]([CH3:29])=[N:21]1>C1COCC1>[CH3:19][N:20]1[C:24]([CH3:25])=[C:23]([NH:26][C:27]([N:15]2[C:16]3[C:12](=[CH:11][C:10]([Cl:9])=[CH:18][CH:17]=3)[CH:13]=[CH:14]2)=[S:28])[C:22]([CH3:29])=[N:21]1

参加物

6

反応物 4

HCID 8058HexaneHCID 82127Potassium hydrideHCID 871105-ChloroindoleHCID 3263055ST50844634

生成物 1

HCID 54026803HCID 54026803、化合物収率 59.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A stirred slurry of hexane washed potassium hydride (0.423 g, 10.6 mmol) in 50 mL of dry THF was treated portionwise with 5-chloroindole (1.6 g, 10.6 mmol). The mixture was stirred until a clear solution was obtained. A solution of (1,3,5-trimethyl-pyrazol-4-yl)-isothiocyanate (1.8 g, 10.6 mmol) of step A in 5 mL THF was slowly added and stirring was continued for 1 hour. The reaction mixture was concentrated in vacuo and the residue partitioned between EtOAc and 1N HCl. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residual solid foam was triturated with Et2O-hexane overnight to provide 2.0 g of the title compound as a tan solid, m.p. 165-166° C. (59% of theory).

後処理

  1. customwas obtained
  2. stirringstirring
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customthe residue partitioned between EtOAc and 1N HCl
  5. washThe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe residual solid foam was triturated with Et2O-hexane overnight

出典と根拠

ORDレコード
ord-42f5055a81aa490683d2af002fde7a34
出典データセット
uspto-grants-2000_01
特許番号
US06011053

反応ノート

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