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Methyl iodide → 3-Chloro-5-[(3-chloro-2-methoxy-6-methylpyridin-4-yl)oxy]benzonitrile

HRID 1952341
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HRID 1952341 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[CH:16]=[C:15]([CH3:17])[NH:14][C:13](=[O:18])[C:12]=2[Cl:19])[CH:9]=1)[C:5]#[N:6].[CH3:20]I>C(=O)([O-])[O-].[Ag+2].C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[CH:16]=[C:15]([CH3:17])[N:14]=[C:13]([O:18][CH3:20])[C:12]=2[Cl:19])[CH:9]=1)[C:5]#[N:6]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 6328Methyl iodideHCID 595297553-Chloro-5-[(3-chloro-6-methyl-2-oxo-1,2-dihydropyridin-4-yl)oxy]benzonitrile

생성물 1

HCID 595297303-Chloro-5-[(3-chloro-2-methoxy-6-methylpyridin-4-yl)oxy]benzonitrile

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 6212Chloroform용매

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온도
50 °C

실험 절차

Compound 3-4 (2.45 g; 8.32 mmol), methyl iodide (1.573 mL; 25.2 mmol), silver carbonate (3.28 g; 11.89 mmol) and chloroform (100 mL) were added to a sealed vessel. The contents of the sealed vessel were heated at 50° C. for 3 hours in the absence of light. The reaction was cooled to room temperature, the insoluble material filtered off, and the filtrate concentrated in vacuo. The crude material was purified via silica gel chromatography (0-10% EtOAc in hexane) to give the title compound. MS M+1=308.9. 1H NMR (CDCl3): 2.42 (s, 3H), 4.05 (s, 3H), 6.36 (s, 1), 7.16 (m, 1H), 7.24 (m, 1H), 7.44 (m, 1H).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationthe insoluble material filtered off
  3. concentrationthe filtrate concentrated in vacuo
  4. customThe crude material was purified via silica gel chromatography (0-10% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-e8ec47d1f58a4627a8af757153316dfa
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404856B2

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