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Potassium Carbonate → 4-(1H-indol-5-yloxy)-5-(3,4-dimethoxyphenyl)nicotinonitrile

HRID 506168
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HRID 506168 반응식
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1.[OH:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[CH:24]2.C([O-])([O-])=O.[K+].[K+]>CC#N.O>[CH3:19][O:18][C:12]1[CH:11]=[C:10]([C:3]2[CH:4]=[N:5][CH:6]=[C:7]([C:2]=2[O:20][C:21]2[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=2)[NH:26][CH:25]=[CH:24]3)[C:8]#[N:9])[CH:15]=[CH:14][C:13]=1[O:16][CH3:17]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 160545-HydroxyindoleHCID 251297854-Chloro-5-(3,4-dimethoxyphenyl)nicotinonitrile

생성물 1

HCID 445738724-(1H-indol-5-yloxy)-5-(3,4-dimethoxyphenyl)nicotinonitrile수율 74%

시약·촉매·용매 2

HCID 962Water용매
HCID 6342
Acetonitrile
용매

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온도
80 °C

실험 절차

A mixture of 4-chloro-5-(3,4-dimethoxyphenyl)nicotinonitrile (120 mg, 0.44 mmol), 5-hydroxyindole (71 mg, 0.53 mmol) and K2CO3 (91 mg, 0.66 mmol) in CH3CN (4.0 mL) was heated at 80° C. for 4 h. After cooling to r.t., the reaction mixture was diluted with water (20 mL) and the precipitate was collected by filtration and washed with ether containing MeOH to give 121 mg (74%) of 5-(3,4-dimethoxyphenyl)-4-(1H-indol-5-yloxy)nicotinonitrile 220 as a tan solid. MS: 372.2; melting range: 192-194° C.

후처리

  1. temperatureAfter cooling to r.t.
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with ether
  4. additioncontaining MeOH

출처 및 근거

ORD 기록
ord-43f5c823345840059f0cc37161747be1
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781591B2

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