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

HRID 409720ノート

反応式

HRID 409720 の反応式
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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b833042ccb9849a9828e8ccd1c602d33
出典データセット
uspto-grants-2014_06
特許番号
US08759528B2

反応ノート

読み込み中…