Sodium Carbonate → 3-(2,6-dichloropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

HRID 2088998

반응식

HRID 2088998 반응식
[C:1]1([S:7]([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:13]3[C:12](B3OC(C)(C)C(C)(C)O3)=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:28][C:29]1[CH:34]=[C:33](I)[CH:32]=[C:31]([Cl:36])[N:30]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.C(O)C.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:28][C:29]1[CH:34]=[C:33]([C:12]2[C:13]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:10]([S:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)(=[O:9])=[O:8])[CH:11]=2)[CH:32]=[C:31]([Cl:36])[N:30]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 117373932,6-Dichloro-4-iodopyridineHCID 455881371-(Phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine

생성물 1

HCID 866498693-(2,6-dichloropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine수율 90%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 86587095Dimethoxyethane ethanol water용매

반응 조건

온도
80 °C

실험 절차

A suspension of 1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (4.63 g, 12.1 mmol), 2,6-dichloro-4-iodopyridine (3.00 g, 11.0 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.308 g, 0.438 mmol) and sodium carbonate (1M, 8.76 mL, 8.76 mmol) in 1,2-dimethoxyethane/ethanol/water (7:2:3) (30 mL) was degassed and heated at 80° C. overnight. After cooling, the suspension was diluted with ethyl acetate, filtered, washed with ethyl acetate and water, and oven-dried to give 3.98 g (90%) of the title compound.

후처리

  1. customwas degassed
  2. temperatureAfter cooling
  3. additionthe suspension was diluted with ethyl acetate
  4. filtrationfiltered
  5. washwashed with ethyl acetate and water
  6. customoven-dried

출처 및 근거

ORD 기록
ord-0484f239b7324b32b53fe5b0656f7f28
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08435980B2

연결된 노트

불러오는 중…