Sodium Carbonate → 4-(3-Chloropyrazin-2-yl)-1-naphthonitrile

HRID 45780

反応式

HRID 45780 の反応式
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.CC1(C)C(C)(C)OB([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]([C:27]#[N:28])=[CH:19][CH:18]=2)O1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1>[Cl:8][C:7]1[C:2]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]([C:27]#[N:28])=[CH:19][CH:18]=2)=[N:3][CH:4]=[CH:5][N:6]=1

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 785752,3-DichloropyrazineHCID 679975564-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile

生成物 1

HCID 866914524-(3-Chloropyrazin-2-yl)-1-naphthonitrile収率 242.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

A mixture of 2,3-dichloropyrazine (2.98 g, 2 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile (0.558 mmol, 2 mmol) palladium tetrakis triphenylphoshine (0.069 g, 0.06 mmol) and aqueous sodium carbonate solution (2M, 3 mL, 6 mmol) in dioxane (7 mL) was heated to 80° C. for 12 hours. The reaction mixture cooled to room temperature, washed with water, extracted with ethyl acetate and purified by chromatography to yield 4-(3-chloropyrazin-2-yl)-1-naphthonitrile (0.36 g, 68%).

後処理

  1. temperatureThe reaction mixture cooled to room temperature
  2. washwashed with water
  3. extractionextracted with ethyl acetate
  4. custompurified by chromatography

出典と根拠

ORDレコード
ord-c8158e5459884ad6907ccb259ea092f2
出典データセット
uspto-grants-2013_09
特許番号
US08541589B2

関連ノート

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