Ammonium formate → 4-(3-Methoxypyridin-4-yl)-2-(propan-2-yloxy)aniline

HRID 518802노트

반응식

HRID 518802 반응식
C([O-])=O.[NH4+].[CH3:5][O:6][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[C:15]([O:22][CH:23]([CH3:25])[CH3:24])[CH:14]=1>CO.[Pd]>[CH3:5][O:6][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[C:15]([O:22][CH:23]([CH3:25])[CH3:24])[CH:14]=1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 866979683-Methoxy-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridine

생성물 1

HCID 866979734-(3-Methoxypyridin-4-yl)-2-(propan-2-yloxy)aniline수율 103.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
80 °C

실험 절차

7.55 g of ammonium formate and 1.5 g of Pd/C (10%) are added to a solution of 5.75 g of 3-methoxy-4-[4-nitro-3-(propan-2-yloxy)phenyl]pyridine in 100 ml of methanol. The reaction medium is microwave-heated at 80° C. for 5 minutes. The mixture is filtered on Clarcel, and the Clarcel is rinsed with methanol. The filtrate is concentrated under reduced pressure. The residue is taken up with 60 ml of ethyl acetate and 20 ml of water. The 2 phases are separated, and the aqueous phase is extracted with twice 20 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate, filtered and evaporated, so as to give 5.35 g of 4-(3-methoxypyridin-4-yl)-2-(propan-2-yloxy)aniline in the form of a brown gum.

후처리

  1. filtrationThe mixture is filtered on Clarcel
  2. washthe Clarcel is rinsed with methanol
  3. concentrationThe filtrate is concentrated under reduced pressure
  4. customThe 2 phases are separated
  5. extractionthe aqueous phase is extracted with twice 20 ml of ethyl acetate
  6. dry with materialThe combined organic phases are dried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-cc295b7e7f1049699e53cb41c69d335b
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115140B2

반응 노트

불러오는 중…