Iodine → 3-Iodo-1-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine

HRID 659939

反応式

HRID 659939 の反応式
[CH3:1][N:2](C)[C:3]1[C:4]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[N:5][CH:6]=[CH:7][CH:8]=1.[I:18]I.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[I:18][C:9]1[C:4]2=[N:5][CH:6]=[CH:7][CH:8]=[C:3]2[N:2]([CH3:1])[C:10]=1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 807IodineHCID 24477Sodium ThiosulfateHCID 68429284Dimethyl-(2-pyridin-4-ylethynyl-pyridin-3-yl)-amine

生成物 1

HCID 684305853-Iodo-1-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine収率 40.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1 g (4.4 mmoles) of Dimethyl-(2-pyridin-4-ylethynyl-pyridin-3-yl)-amine are dissolved in 60 mL of dichloromethane under argon atmosphere. A solution of 2.27 g of iodine (8.9 mmoles) in 35 mL of dichloromethane is added dropwise in the reaction mixture at 0° C. The reaction mixture is allowed to reach room temperature and further stirred for 4 hours. The reaction mixture is then poured into a solution sodium thiosulfate and extracted with dichloromethane. The organic phase is washed with water and dried over magnesium sulfate. The solid residue after concentration is purified by chromatography on silica gel (ethylacetate) to give 600 mg of 3-Iodo-1-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine as brown solid.

後処理

  1. customto reach room temperature
  2. extractionextracted with dichloromethane
  3. washThe organic phase is washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe solid residue after concentration
  6. customis purified by chromatography on silica gel (ethylacetate)

出典と根拠

ORDレコード
ord-0f92119da96a421f9e3b88b7f28a0351
出典データセット
uspto-grants-2011_12
特許番号
US08084395B2

関連ノート

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