Dichloromethane → HCID 59007072、化合物

HRID 130403ノート

反応式

HRID 130403 の反応式
Br[C:2]1[N:7]=[C:6]([S:8]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:10])=[O:9])[CH:5]=[CH:4][CH:3]=1.[S:18]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19]1.ClCCl>C(=O)([O-])[O-].[Na+].[Na+].CN1CCCC1=O.O>[S:18]1[CH:22]=[CH:21][C:20]([C:2]2[N:7]=[C:6]([S:8]([O:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)(=[O:10])=[O:9])[CH:5]=[CH:4][CH:3]=2)=[CH:19]1

参加物

7

反応物 3

HCID 6344DichloromethaneHCID 581760Thiophene-3-boronic acidHCID 59007102HCID 59007102、化合物

生成物 1

HCID 59007072HCID 59007072、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 10340Sodium Carbonate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
130 °C

実験手順

A mixture of phenyl 6-bromo-2-pyridinesulfonate (D7) (1.0 g, 7.2 mmol), 3-thienylboronic acid (532 mg, 8 mmol), [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium (II) complex with dichloromethane (80 mg) in sodium carbonate (2M solution, 5 ml) and 1-methyl-2-pyrrolidinone (8 ml) was heated at 130° C. in a microwave reactor for 5 minutes. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water, brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (1:40 to 1:5 ethyl acetate:hexanes) to afford the title product (D8). MS (ES+) m/e 318 [M+H]+.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water, brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography (1:40 to 1:5 ethyl acetate:hexanes)

出典と根拠

ORDレコード
ord-8e470ecb1fba4f1aa3851a1d8367dc5d
出典データセット
uspto-grants-2008_06
特許番号
US07381728B2

反応ノート

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