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Pyridine → 2-(4-Fluorophenyl)-5-cyanopyridine

HRID 1788643
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HRID 1788643 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[C:10](Cl)[N:9]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.N1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][N:9]=2)=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1049PyridineHCID 8471TriethylamineHCID 27737342-Chloro-6-(4-Fluorophenyl)Nicotinonitrile

생성물 1

HCID 139315862-(4-Fluorophenyl)-5-cyanopyridine수율 51.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

2-(4-Fluorophenyl)-5-cyano-6-chloropyridine (8.6 g) prepared in Example 1 was dissolved in ethyl acetate (300 ml), followed by adding to the solution, Pd-C (1 g) and triethylamine (12 ml), subjecting the above pyridine derivative to catalytic reduction at ordinary temperature and ordinary pressure, thereafter adding water (100 ml), filtering, withdrawing the ethyl acetate layer separated from the filtrate, twice washing it with water, distilling off ethyl acetate, and recrystallizing the residue from ethanol to obtain the objective 2-(4-fluorophenyl)-5-cyanopyridine (3.8 g). M.P.: 149.0° C.

후처리

  1. filtrationadding water (100 ml), filtering
  2. customwithdrawing the ethyl acetate layer
  3. customseparated from the filtrate
  4. washtwice washing it with water
  5. distillationdistilling off ethyl acetate
  6. customrecrystallizing the residue from ethanol

출처 및 근거

ORD 기록
ord-208c234460af47f4a565f140bd3ccc36
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04684477

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