Pyridine → 2-(4-methoxyphenyl)-3-methyl-1(2H)-isoquinolinone

HRID 2111841노트

반응식

HRID 2111841 반응식
O=[C:2]([CH3:13])[CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=O.[CH3:14][O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1.Cl.C(N=C=NCCCN(C)C)C.N1C=CC=CC=1>C(Cl)(Cl)Cl>[CH3:14][O:15][C:16]1[CH:22]=[CH:21][C:19]([N:20]2[C:2]([CH3:13])=[CH:3][C:4]3[C:5](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:6]2=[O:8])=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 1049PyridineHCID 7732P-AnisidineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 110739652-(2-oxopropyl)benzoic Acid

생성물 1

HCID 231511792-(4-methoxyphenyl)-3-methyl-1(2H)-isoquinolinone수율 44.4%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

2-(2-oxopropyl)benzoic acid (100 mg, 0.56 mmol), 4-methoxyaniline (76 mg, 0.56 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.84 mmol) and pyridine (0.5 mL) were dissolved in chloroform (5 mL) and stirred at room temperature overnight. Chloroform was added, the organic phase was washed by aqueous citric acid solution, sodium hydrogen carbonate aqueous solution and saturated brine in that order, and dried with anhydrous sodium sulfate. The product was purified by silica gel column chromatography (hexane/ethyl acetate=10/0-3/7) to obtain the target compound (66 mg, 44%) as a light brown solid.

후처리

  1. washthe organic phase was washed by aqueous citric acid solution, sodium hydrogen carbonate aqueous solution and saturated brine in that order
  2. dry with materialdried with anhydrous sodium sulfate
  3. customThe product was purified by silica gel column chromatography (hexane/ethyl acetate=10/0-3/7)

출처 및 근거

ORD 기록
ord-b7e1e5a038af4b44a1f6afb824a06c77
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521455B2

반응 노트

불러오는 중…