Sodium hydride → N,N,2-trimethyl-1-(3-nitro-1H-pyrazol-1-yl)propan-2-amine

HRID 1844538노트

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HRID 1844538 반응식
[H-].[Na+].[N+:3]([C:6]1[CH:10]=[CH:9][NH:8][N:7]=1)([O-:5])=[O:4].Cl[CH2:12][C:13]([CH3:18])([N:15]([CH3:17])[CH3:16])[CH3:14].[Cl-].[NH4+]>CN(C=O)C.C(OCC)(=O)C>[CH3:16][N:15]([CH3:17])[C:13]([CH3:18])([CH3:14])[CH2:12][N:8]1[CH:9]=[CH:10][C:6]([N+:3]([O-:5])=[O:4])=[N:7]1

참가 물질

7

반응물 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 148217101-chloro-N,N,2-trimethylpropan-2-amineHCID 178526745HCID 178526745, 화합물

생성물 1

HCID 66880823N,N,2-trimethyl-1-(3-nitro-1H-pyrazol-1-yl)propan-2-amine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

실험 절차

Sodium hydride (156 mg) was added to a solution of 3-nitro-1H-pyrazole (196 mg) in anhydrous DMF (2 mL) under cooling with ice, and the mixture was stirred at room temperature for 15 minutes. A solution of 1-chloro-N,N,2-trimethylpropan-2-amine in DMF (0.52 mL) was added to the resultant mixture, and the mixture was stirred at room temperature for about 24 hours. A saturated aqueous ammonium chloride solution (25 mL) and ethyl acetate (25 mL) were added to the reaction mixture and stirred under cooling with ice. The organic layer was separated, washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtrated, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (neutral spherical silica gel, ethyl acetate:hexane=1:1) to give N,N,2-trimethyl-1-(3-nitro-1H-pyrazol-1-yl)propan-2-amine as yellow powder crystals (90.9 mg, yield: 25%).

후처리

  1. temperatureunder cooling with ice
  2. stirringthe mixture was stirred at room temperature for about 24 hours
  3. stirringstirred
  4. temperatureunder cooling with ice
  5. customThe organic layer was separated
  6. washwashed with saturated brine (100 mL)
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltrated
  9. concentrationthe filtrate was concentrated under reduced pressure
  10. customThe obtained residue was purified by silica gel column chromatography (neutral spherical silica gel, ethyl acetate:hexane=1:1)

출처 및 근거

ORD 기록
ord-9ff686d7ad90405d9e00f755e34dd044
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946440B2

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