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Water → [6-(6-cyclopropyl-pyridin-3-ylamino)-2-fluoro-pyridin-3-yl]-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone

HRID 1396172
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HRID 1396172 반응식
[CH:1]1([C:4]2[N:9]=[CH:8][C:7]([NH:10][C:11]3[N:16]=[C:15]([F:17])[C:14]([C:18]([C:20]4[C:28]5[C:23](=[N:24][CH:25]=[C:26]([CH3:29])[CH:27]=5)[N:22]([Si](C(C)C)(C(C)C)C(C)C)[CH:21]=4)=[O:19])=[CH:13][CH:12]=3)=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.O>O1CCCC1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH:1]1([C:4]2[N:9]=[CH:8][C:7]([NH:10][C:11]3[N:16]=[C:15]([F:17])[C:14]([C:18]([C:20]4[C:28]5[C:23](=[N:24][CH:25]=[C:26]([CH3:29])[CH:27]=5)[NH:22][CH:21]=4)=[O:19])=[CH:13][CH:12]=3)=[CH:6][CH:5]=2)[CH2:2][CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 962WaterHCID 71268519HCID 71268519, 화합물

생성물 1

HCID 54588828[6-(6-cyclopropyl-pyridin-3-ylamino)-2-fluoro-pyridin-3-yl]-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone수율 84.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 2724141Tetrabutylammonium Fluoride용매

실험 절차

To [6-(6-cyclopropyl-pyridin-3-ylamino)-2-fluoro-pyridin-3-yl]-(5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone (74, 134 mg, 0.25 mmol) in 10 mL of tetrahydrofuran, tetrabutylammonium fluoride, trihydrate (85.53 mg, 0.27 mmol) is added and the reaction stirred at room temperature for 30 minutes. Water is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water and brine, dried with magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography, eluting with ethyl acetate in hexane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (P-3051, 82 mg). MS (ESI) [M+H+]+=388.0.

후처리

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe organic layer is washed with water and brine
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under vacuum
  6. customThe resulting material is purified by silica gel column chromatography
  7. washeluting with ethyl acetate in hexane
  8. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-f7346124ba5f4a459518f711b0fc374d
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08901118B2

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