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Water → 3-Chloro-5-[(5-chloro-3,6-difluoropyridin-2-yl)oxy]benzonitrile

HRID 1952336
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HRID 1952336 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1.[Cl:11][C:12]1[C:13]([F:20])=[N:14][C:15](F)=[C:16]([F:18])[CH:17]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([O:10][C:15]2[C:16]([F:18])=[CH:17][C:12]([Cl:11])=[C:13]([F:20])[N:14]=2)[CH:3]=1)[C:8]#[N:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27832523-chloro-2,5,6-trifluoropyridineHCID 219498783-Chloro-5-hydroxybenzonitrile

생성물 1

HCID 595297603-Chloro-5-[(5-chloro-3,6-difluoropyridin-2-yl)oxy]benzonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

A solution of 3-chloro-5-cyanophenol (1-4; 218 mg; 1.41 mmol) and 3-chloro-2,5,6-trifluoropyridine (1-5; 250 mg; 1.49 mmol) in anhydrous DMF (2 mL) was cooled to −40° C. under a nitrogen atmosphere. The reaction mixture was then treated with 260 mg (1.94 mmol) of anhydrous potassium carbonate added in one portion, and the reaction mixture was vigorously stirred and allowed to warm to room temperature slowly over 90 minutes. The reaction mixture was then stirred for another hour at room temperature. The reaction mixture was diluted with a large excess of water, and a thick precipitate formed. After trituration, the suspension was filtered and the solid dried to give the title compound as an off white amorphous solid. 1H NMR (CDCl3): 7.91 (m, 2H), 7.99 (t, 1H), 8.60 (q, 1H). MS M+1=302.

후처리

  1. additionadded in one portion
  2. stirringThe reaction mixture was then stirred for another hour at room temperature
  3. customa thick precipitate formed
  4. filtrationAfter trituration, the suspension was filtered
  5. customthe solid dried

출처 및 근거

ORD 기록
ord-33da1d600aae494db34bd8cf32b5d5b2
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404856B2

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