Water → N-Ethyl-2-(4-pyridin-4-yl-phenyl)-propionamide

HRID 409720노트

반응식

HRID 409720 반응식
C(=O)([O-])[O-].[Na+].[Na+].[N:7]1[CH:12]=[CH:11][C:10](B(O)O)=[CH:9][CH:8]=1.[CH2:16]([NH:18][C:19](=[O:29])[CH:20]([C:22]1[CH:27]=[CH:26][C:25](I)=[CH:24][CH:23]=1)[CH3:21])[CH3:17].O>O1CCOCC1.CO>[CH2:16]([NH:18][C:19](=[O:29])[CH:20]([C:22]1[CH:27]=[CH:26][C:25]([C:10]2[CH:11]=[CH:12][N:7]=[CH:8][CH:9]=2)=[CH:24][CH:23]=1)[CH3:21])[CH3:17]

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 2734379(Pyridin-4-yl)boronic acidHCID 66693450N-Ethyl-2-(4-iodo-phenyl)-propionamide

생성물 1

HCID 86686108N-Ethyl-2-(4-pyridin-4-yl-phenyl)-propionamide

시약·촉매·용매 2

HCID 887Methanol용매HCID 312751,4-Dioxane용매

실험 절차

Under inert gas atmosphere 36 mg (0.049 mmol) PdCl2(dppf)xCH2Cl2, 28 mL (56 mmol) 2N sodium carbonate solution and 3.35 g (27.2 mmol) pyridine-4-boronic acid are added to 7.50 g (24.7 mmol) N-ethyl-2-(4-iodo-phenyl)-propionamide (V1.1) in 45 mL 1,4-dioxane and 15 mL methanol. The mixture is stirred for 2 d at reflux. After that time, water is added and the mixture is extracted with EtOAc (2×). The combined organic layers are washed with water and 150 mL 1N HCl are added. The aq. layer is separated, filtered and alkalized with 1N NaOH. The precipitate is filtered off and dried.

후처리

  1. temperatureat reflux
  2. extractionthe mixture is extracted with EtOAc (2×)
  3. washThe combined organic layers are washed with water and 150 mL 1N HCl
  4. additionare added
  5. customThe aq. layer is separated
  6. filtrationfiltered
  7. filtrationThe precipitate is filtered off
  8. customdried

출처 및 근거

ORD 기록
ord-b833042ccb9849a9828e8ccd1c602d33
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759528B2

반응 노트

불러오는 중…