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

HRID 2089214

반응식

HRID 2089214 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-76743a174e1549b3975a3527bff2e547
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436023B2

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