tert-Butyl isocyanate → 3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide

HRID 2089214ノート

反応式

HRID 2089214 の反応式
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][N:7]=[C:6]2[N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22].[C:25]([N:29]=[C:30]=[O:31])([CH3:28])([CH3:27])[CH3:26]>CN(C=O)C>[C:25]([NH:29][C:30]([N:8]1[C:9]2[C:5](=[CH:4][C:3]([C:2]([F:23])([F:1])[F:24])=[CH:11][CH:10]=2)[C:6]([N:12]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]2=[O:22])=[N:7]1)=[O:31])([CH3:28])([CH3:27])[CH3:26]

参加物

4

反応物 2

HCID 62412tert-Butyl isocyanateHCID 585488622-(5-Trifluoromethyl-1H-indazol-3-yl)-isoindole-1,3-dione

生成物 1

HCID 585487433-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-trifluoromethyl-indazole-1-carboxylic acid tert-butyl amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-(5-Trifluoromethyl-1H-indazol-3-yl)-isoindole-1,3-dione (1.56 g, 4.71 mmol) in DMF (5 mL) was treated with t-butyl-isocyanate (513 mg, 5.18 mmol) at room temperature overnight. The reaction was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude material. Purification by silica gel column (hexanes:ethyl acetate 2:1) afforded the title compound as colorless solid.

後処理

  1. customThe reaction was partitioned between ethyl acetate and water
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give the crude material
  7. customPurification by silica gel column (hexanes:ethyl acetate 2:1)

出典と根拠

ORDレコード
ord-76743a174e1549b3975a3527bff2e547
出典データセット
uspto-grants-2013_05
特許番号
US08436023B2

反応ノート

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