Sodium Phosphate, Dibasic → Indole

HRID 467551

反応式

HRID 467551 の反応式
Br[C:2]1NC=CN=1.C1(S([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18](B(O)O)=N2)(=O)=O)C=CC=CC=1.P([O-])([O-])(O)=O.[Na+].[Na+]>O1CCOCC1.O>[NH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:2]1

参加物

6

反応物 3

HCID 24203Sodium Phosphate, DibasicHCID 27732612-Bromo-1H-imidazoleHCID 679930421-(Phenylsulfonyl)-3-indazole boronic acid

生成物 1

HCID 798Indole

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

A mixture of bromoimidazole Int-22a (98 mg, 0.20 mmol), 1-(phenylsulfonyl)-3-indazole boronic acid (73 mg, 0.24 mmol) and sodium hydrogen phosphate (86 mg, 0.61 mmol) in 1,4-dioxane (4 mL) and water (2 mL) at r.t. was purged with nitrogen gas for 5 min in a microwave vial. Tetrakistriphenylphosphorous palladium was added. The mixture was heated in a microwave reactor at 110° C. for 1 h. Water and ethyl acetate were added, and the layers were separated. The separated aqueous layer was extracted with ethyl acetate. The separated organic layer was dried (MgSO4) and filtered. The solvents were removed in vacuo and chromatographic purification (ethyl acetate-hexane) of the residue gave indole Int-22b (112 mg, 84%) as a colorless oil.

後処理

  1. customwas purged with nitrogen gas for 5 min in a microwave vial
  2. additionTetrakistriphenylphosphorous palladium was added
  3. additionWater and ethyl acetate were added
  4. customthe layers were separated
  5. extractionThe separated aqueous layer was extracted with ethyl acetate
  6. dry with materialThe separated organic layer was dried (MgSO4)
  7. filtrationfiltered
  8. customThe solvents were removed in vacuo and chromatographic purification (ethyl acetate-hexane) of the residue

出典と根拠

ORDレコード
ord-ccfc4e784b904792be7ac92fb7cd954b
出典データセット
uspto-grants-2014_01
特許番号
US08623857B2

関連ノート

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