2-methoxy-7-(pyrimidin-5-yl)-9H-xanthen-9-one → 2-methoxy-7-(pyrimidin-5-yl)-9-vinyl-9H-xanthen-9-ol

HRID 455687

반응식

HRID 455687 반응식
[CH:1]([Mg]Cl)=[CH2:2].[CH3:5][O:6][C:7]1[CH:20]=[CH:19][C:18]2[O:17][C:16]3[C:11](=[CH:12][C:13]([C:21]4[CH:22]=[N:23][CH:24]=[N:25][CH:26]=4)=[CH:14][CH:15]=3)[C:10](=[O:27])[C:9]=2[CH:8]=1>C1COCC1>[CH3:5][O:6][C:7]1[CH:20]=[CH:19][C:18]2[O:17][C:16]3[C:11](=[CH:12][C:13]([C:21]4[CH:26]=[N:25][CH:24]=[N:23][CH:22]=4)=[CH:14][CH:15]=3)[C:10]([CH:1]=[CH2:2])([OH:27])[C:9]=2[CH:8]=1

참가 물질

4

반응물 2

HCID 574756542-methoxy-7-(pyrimidin-5-yl)-9H-xanthen-9-oneHCID 178461836HCID 178461836, 화합물

생성물 1

HCID 574756552-methoxy-7-(pyrimidin-5-yl)-9-vinyl-9H-xanthen-9-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-10 °C

실험 절차

A solution of vinylmagnesium chloride (1.6M solution in THF; 0.82 mL, 1.314 mmol) was added dropwise to a solution of 2-methoxy-7-(pyrimidin-5-yl)-9H-xanthen-9-one (200 mg, 0.657 mmol) in THF (10 mL) at −78° C. After 30 min, the reaction mixture was allowed to warm to −10° C. and was then quenched with saturated aqueous ammonium chloride. The reaction was extracted with EtOAc, and the organic phase was dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by chromatography to give 2-methoxy-7-(pyrimidin-5-yl)-9-vinyl-9H-xanthen-9-ol as a pale yellow gum.

후처리

  1. customwas then quenched with saturated aqueous ammonium chloride
  2. extractionThe reaction was extracted with EtOAc
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-384740b203e645908800479fe166b8b2
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497264B2

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