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2-Amino-3-bromo-5-methylpyridine → HCID 64129754、化合物

HRID 2368031
ノート
印刷プレビュー

反応式

HRID 2368031 の反応式
Br[C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[F:10][C:11]1[CH:12]=[C:13](B(O)O)[CH:14]=[CH:15][C:16]=1[F:17]>O1CCOCC1.C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>[F:10][C:11]1[CH:12]=[C:13]([C:2]2[C:3]([NH2:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=2)[CH:14]=[CH:15][C:16]=1[F:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 5193802-Amino-3-bromo-5-methylpyridineHCID 27343373,4-Difluorobenzeneboronic acid

生成物 1

HCID 64129754HCID 64129754、化合物

試薬・触媒・溶媒 3

HCID 8857Ethyl Acetate溶媒HCID 10340Sodium Carbonate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

3-Bromo-5-methylpyridin-2-amine (0.5 g, 2.7 mmol), 3,4-difluorophenylboronic acid (0.5 g, 3.2 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)-dichloromethane complex (0.1 g, 0.1 mmol) were dissolved in a mixture of dioxane (10 mL) and 1M aqueous sodium carbonate solution (8 mL) under argon and the mixture was heated to 100° C. for 1 hour. The reaction was diluted with ethyl acetate, separated and the organic layer was washed with brine, dried with sodium sulfate, filtered and the solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using n-heptane/ethyl acetate (v/v 1:1) as eluent. The title compound was obtained as a light brown crystalline solid (0.6 g, quant.).

後処理

  1. customseparated
  2. washthe organic layer was washed with brine
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-98e2179d8f64442facec7bf015ed0c6d
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703763B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート