Dichloromethane → HCID 59007072, 화합물

HRID 130403노트

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HRID 130403 반응식
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

참가 물질

7

반응물 3

HCID 6344DichloromethaneHCID 581760Thiophene-3-boronic acidHCID 59007102HCID 59007102, 화합물

생성물 1

HCID 59007072HCID 59007072, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 10340Sodium Carbonate용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
130 °C

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-8e470ecb1fba4f1aa3851a1d8367dc5d
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381728B2

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