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

HRID 1896708ノート

反応式

HRID 1896708 の反応式
[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

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d2ac8837ecf24754aafcb474072790a7
出典データセット
uspto-grants-2013_08
特許番号
US08518976B2

反応ノート

読み込み中…