Sodium Carbonate → HCID 67997029、化合物

HRID 470386ノート

反応式

HRID 470386 の反応式
Br[C:2]1[C:3]([S:8][C:9]([CH3:16])([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:4][CH:5]=[CH:6][CH:7]=1.CC1(C)C(C)(C)OB([C:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:28]([C:35]#[N:36])=[CH:27][CH:26]=2)O1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1>[C:35]([C:28]1[C:29]2[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:25]([C:2]2[C:3]([S:8][C:9]([CH3:16])([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:4][CH:5]=[CH:6][CH:7]=2)=[CH:26][CH:27]=1)#[N:36]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 67997086Ethyl 2-(3-bromopyridin-2-ylthio)-2-methylpropanoateHCID 679975564-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile

生成物 1

HCID 67997029HCID 67997029、化合物収率 36.1%

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 ethyl 2-(3-bromopyridin-2-ylthio)-2-methylpropanoate (271 mg, 0.89 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile (248 mg, 0.89 mmol), palladium tetrakis triphenylphoshine (51 mg, 0.044 mmol) and aqueous sodium carbonate solution (2M, 1.5 mL, 3 mmol) in dioxane (3 mL) was degassed and heated to 80° C. for 5 hours. The mixture was washed with water and extracted with ethyl acetate. The organic layer was dried with Mg2SO4, concentrated and purified by chromatography to yield ethyl 2-(3-(4-cyanonaphthalen-1-yl)pyridin-2-ylthio)-2-methylpropanoate (0.121 g, 36%).

後処理

  1. customwas degassed
  2. washThe mixture was washed with water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried with Mg2SO4
  5. concentrationconcentrated
  6. custompurified by chromatography

出典と根拠

ORDレコード
ord-0a37171c89ad4cb4af3a8dc7bba56a21
出典データセット
uspto-grants-2014_01
特許番号
US08629278B2

反応ノート

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