Sodium Carbonate → 2-[6-(4-Fluoro-phenyl)-pyridazin-3-yloxy]-(1-piperidin-1-yl)-ethanone

HRID 1931386노트

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HRID 1931386 반응식
Br[C:2]1[N:7]=[N:6][C:5]([O:8][CH2:9][C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:11])=[CH:4][CH:3]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:18][C:19]1[CH:24]=[CH:23][C:22]([C:2]2[N:7]=[N:6][C:5]([O:8][CH2:9][C:10]([N:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)=[O:11])=[CH:4][CH:3]=2)=[CH:21][CH:20]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 2856454-Fluorophenylboronic acidHCID 866381212-(6-Bromo-pyridazin-3-yloxy)-(1-piperidin-1-yl)-ethanone

생성물 1

HCID 591522632-[6-(4-Fluoro-phenyl)-pyridazin-3-yloxy]-(1-piperidin-1-yl)-ethanone

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

95 mg (0.326 mmol) of 2-(6-bromo-pyridazin-3-yloxy)-(1-piperidin-1-yl)-ethanone, 46.7 mg (0.334 mmol) 4-fluoro-phenylboronic acid, 11 mg (0.01 mmol) of tetrakis(triphenylphosphine)palladium and 0.5 ml of a 1 M aqueous sodium carbonate solution in 15 ml of DME were heated under reflux for 3 h. After cooling, the mixture was poured onto water and extracted with ethyl acetate. The combined organic phases were dried and evaporated, and the product was purified by RP18 chromatography. Yield: 73 mg.

후처리

  1. temperatureunder reflux for 3 h
  2. temperatureAfter cooling
  3. additionthe mixture was poured onto water
  4. extractionextracted with ethyl acetate
  5. customThe combined organic phases were dried
  6. customevaporated
  7. customthe product was purified by RP18 chromatography

출처 및 근거

ORD 기록
ord-c840eea19cb6420da61baf9cd2efedc0
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188291B2

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