Water → 3,5-Dichloro-4-(2-(dimethylamino)acetamido)-benzylamine

HRID 133787노트

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HRID 133787 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:11])[C:9]=1[NH2:10])[CH2:5][NH2:6].[C:12]([O-:15])([O-])=O.[K+].[K+].Cl.CNC.O.[CH3:23][N:24]([CH:26]=O)[CH3:25]>>[NH2:6][CH2:5][C:4]1[CH:3]=[C:2]([Cl:1])[C:9]([NH:10][C:12](=[O:15])[CH2:23][N:24]([CH3:26])[CH3:25])=[C:8]([Cl:11])[CH:7]=1

참가 물질

6

반응물 5

HCID 962WaterHCID 6228DimethylformamideHCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 189757634-Amino-3,5-dichlorobenzylamine

생성물 1

HCID 589629233,5-Dichloro-4-(2-(dimethylamino)acetamido)-benzylamine수율 72.9%

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온도
0 °C

실험 절차

Step F (3): To a solution of the compound of step F (2) (6 g 0.014 mol) in dry DMF (60 ml) under N2, anhydrous K2CO3 (6.03 g, 0.043 mol) was added with stirring. The reaction mixture was cooled to 0° C. and N,N-dimethylamine hydrochloride (2.37 g, 0.029 mol) was added at once. The reaction mixture was allowed stir for overnight at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate (2×150 ml). The organic layer was washed with water (25 ml), brine (25 ml), dried over anhydrous sodium sulfate and concentrated under vacuum to remove the volatiles. The resulting crude product was purified by column chromatography using CHCl3: MeOH (9:1) as eluent to afford the product as an off-white solid (4 g, 72.9%)

후처리

  1. stirringThe reaction mixture was allowed stir for overnight at room temperature
  2. extractionextracted with ethyl acetate (2×150 ml)
  3. washThe organic layer was washed with water (25 ml), brine (25 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customto remove the volatiles
  7. customThe resulting crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-41fa60e5165f4223ab538e5e900bb772
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390925B2

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