N-[4-(1-Ethyl-propyl)-6-methyl-pyridazin-3-yl]-2,2-dimethyl-propionamide → 6-Methyl-4-(pentan-3-YL)pyridazin-3-amine

HRID 1432562노트

반응식

HRID 1432562 반응식
[CH2:1]([CH:3]([C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[N:8][C:7]=1[NH:13]C(=O)C(C)(C)C)[CH2:4][CH3:5])[CH3:2]>Cl>[CH2:1]([CH:3]([C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[N:8][C:7]=1[NH2:13])[CH2:4][CH3:5])[CH3:2]

참가 물질

3

반응물 1

HCID 68842351N-[4-(1-Ethyl-propyl)-6-methyl-pyridazin-3-yl]-2,2-dimethyl-propionamide

생성물 1

HCID 534216106-Methyl-4-(pentan-3-YL)pyridazin-3-amine수율 82.2%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
95 °C

실험 절차

N-[4-(1-Ethyl-propyl)-6-methyl-pyridazin-3-yl]-2,2-dimethyl-propionamide (12.0 g, 45 mmol) is dissolved in 60 mL of concentrated hydrochloric acid. The reaction mixture is heated to 95° C. in a sealed flask for 2 hours. The reaction is worked up by pouring over ice and extracting with ethyl acetate three times. The organic layer is discarded, and the pH of the aqueous layer is adjusted using 2 N sodium hydroxide. The basic solution is extracted with ethyl acetate five times. The organic extracts are combined, dried over magnesium sulfate, filtered, and evaporated to obtain 6.68 g (37 mmol, 81%) of the title compound as a brownish oil. 1H-NMR (DMSO-d6), δ 6.95 (s, 1H); 5.89 (s, br, 2H); 2.52-2.56 (m, 1H); 2.34 (s, 3H); 1.44-1.58 (m, 4H); 0.72 (t, J=7.04 Hz, 6H) ppm. MS/ES+=180 (100%, M+1).

후처리

  1. additionby pouring over ice
  2. extractionextracting with ethyl acetate three times
  3. extractionThe basic solution is extracted with ethyl acetate five times
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-bb47aa62f2e84ee7b7abae4b0532ad2c
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612067B2

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