1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 2-(2-(6-(2-Fluorophenyl)pyridin-3-yloxy)ethyl)isoindole-1,3-dione

HRID 1896708노트

반응식

HRID 1896708 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.BrC1C=CC([N+]([O-])=O)=CN=1.FC1C=CC=CC=1B(O)O.C(=O)([O-])[O-].[K+].[K+].Br[CH2:42][CH2:43][N:44]1[C:52](=[O:53])[C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[C:45]1=[O:54]>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[CH:12][C:11]([O:14][CH2:42][CH2:43][N:44]2[C:45](=[O:54])[C:46]3[C:51](=[CH:50][CH:49]=[CH:48][CH:47]=3)[C:52]2=[O:53])=[CH:10][CH:9]=1

참가 물질

7

반응물 5

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11430Potassium CarbonateHCID 782402-Bromo-5-nitropyridineHCID 27343542-Fluorophenylboronic acidHCID 231457706-(2-Fluorophenyl)pyridin-3-ol

생성물 1

HCID 597613522-(2-(6-(2-Fluorophenyl)pyridin-3-yloxy)ethyl)isoindole-1,3-dione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

500 mg (2.64 mmol) of 6-(2-fluorophenyl)pyridin-3-ol (prepared from 2-bromo-5-nitropyridine and 2-fluorophenylboronic acid; the nitro group was converted into the hydroxy group according to the method described in WO 98/25920), 730.6 mg (5.28 mmol) of potassium carbonate and 738.6 mg (2.91 mmol) of 2-(2-bromoethyl)-isoindole-1,3-dione in 10 ml of DMF were stirred at room temperature for 4 h. The solvent was removed by evaporation and the residue treated with ethyl acetate and water. The organic layer was evaporated and the residue purified by chromatography. Yield: 189 mg.

후처리

  1. customThe solvent was removed by evaporation
  2. additionthe residue treated with ethyl acetate and water
  3. customThe organic layer was evaporated
  4. customthe residue purified by chromatography

출처 및 근거

ORD 기록
ord-d2ac8837ecf24754aafcb474072790a7
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518976B2

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