Phthalimide potassium salt → 2-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione

HRID 915661노트

반응식

HRID 915661 반응식
Br[CH2:2][C:3]1[S:7][C:6]([CH3:8])=[N:5][CH:4]=1.[C:9]1(=[O:19])[NH:13][C:12](=[O:14])[C:11]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:10]12.[K]>CN(C)C=O>[CH3:8][C:6]1[S:7][C:3]([CH2:2][N:13]2[C:9](=[O:19])[C:10]3[C:11](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:12]2=[O:14])=[CH:4][N:5]=1

참가 물질

4

반응물 2

HCID 24194345Phthalimide potassium saltHCID 552507865-(Bromomethyl)-2-methyl-1,3-thiazole

생성물 1

HCID 469423262-((2-Methylthiazol-5-yl)methyl)isoindoline-1,3-dione수율 40.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Add 5-bromomethyl-2-methylthiazole (390 mg, 2.03 mmol) in dimethylformamide (2 mL) dropwise to a suspension of potassium phthalimide (434 mg, 2.34 mmol) in dimethylformamide (8 mL). Stir the reaction under nitrogen at room temperature overnight. Concentrate the mixture in vacuo, dissolve in ethyl acetate (100 mL), and wash with water (100 mL). Dry the organic phase (sodium sulfate), filter, and concentrate. Perform flash chromatography on silica gel, eluting first with 4:1 hexane/ethyl acetate, then 100% ethyl acetate to afford 210 mg of 2-(2-methylthiazol-5-ylmethyl)isoindole-1,3-dione as a tan solid. MS: m/z=259 (MH+).

후처리

  1. customthe reaction under nitrogen at room temperature overnight
  2. concentrationConcentrate the mixture in vacuo
  3. dissolutiondissolve in ethyl acetate (100 mL)
  4. washwash with water (100 mL)
  5. dry with materialDry the organic phase (sodium sulfate)
  6. filtrationfilter
  7. concentrationconcentrate
  8. washPerform flash chromatography on silica gel, eluting first with 4:1 hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-a9fccd586ac842e3baf56f4f8bd03b71
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265246B2

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