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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
ノート
印刷プレビュー

反応式

HRID 1396172 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 962WaterHCID 71268519HCID 71268519、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 2724141Tetrabutylammonium Fluoride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f7346124ba5f4a459518f711b0fc374d
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08901118B2

反応ノート

読み込み中…

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