N,N-Dimethylaniline → 4-Cyclopropylpyridin-2-amine

HRID 1446703노트

반응식

HRID 1446703 반응식
[CH:1]1([C:4]2[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.C[N:11](C)C1C=CC=CC=1>C1(C)C=CC=CC=1.O.C(OCC)(=O)C>[CH:1]1([C:4]2[CH:9]=[CH:8][N:7]=[C:6]([NH2:11])[CH:5]=2)[CH2:3][CH2:2]1

참가 물질

6

반응물 2

HCID 949N,N-DimethylanilineHCID 36142304-Cyclopropylpyridine

생성물 1

HCID 457879154-Cyclopropylpyridin-2-amine수율 12%

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

실험 절차

Reflux 4-cyclopropyl-pyridine (600 mg, 5 mmol), N,N-dimethylaniline (1.4 mL, 11 mmol) and NaNH2 (50% in toluene, 468 mg, 6 mmol) at 150-160° C. under nitrogen in toluene for overnight. Cool the mixture and dilute with water and ethyl acetate. Extract the organic layer by minimal amount of water. Dry the organic layer (combination of anhydrous MgSO4, Na2SO4 and K2CO3), concentrate and purify by silica gel column chromatography to obtain the title compound in 12% yield. LCMS (ES), m/z 135 (M+1).

후처리

  1. temperatureCool the mixture
  2. extractionExtract the organic layer by minimal amount of water
  3. dry with materialDry the organic layer (combination of anhydrous MgSO4, Na2SO4 and K2CO3)
  4. concentrationconcentrate
  5. custompurify by silica gel column chromatography

출처 및 근거

ORD 기록
ord-825403d65f1d46b1995ee4f8846e3bde
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666879B2

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