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Hydrochloric Acid → (E)-N-[2-[(2-acetyl-4-pyridyl)amino]ethyl]-4,4,5,5,5-pentafluoro-pent-2-enamide

HRID 333064
ノート
印刷プレビュー

反応式

HRID 333064 の反応式
[F:1][C:2]([F:27])([C:23]([F:26])([F:25])[F:24])/[CH:3]=[CH:4]/[C:5]([NH:7][CH2:8][CH2:9][NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([C:17]2([CH3:22])OCC[O:18]2)[CH:12]=1)=[O:6].Cl>CC(C)=O.O>[C:17]([C:13]1[CH:12]=[C:11]([NH:10][CH2:9][CH2:8][NH:7][C:5](=[O:6])/[CH:4]=[CH:3]/[C:2]([F:1])([F:27])[C:23]([F:26])([F:24])[F:25])[CH:16]=[CH:15][N:14]=1)(=[O:18])[CH3:22]
参加物反応条件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 313Hydrochloric AcidHCID 56949209(E)-4,4,5,5,5-Pentafluoro-N-[2-[[2-(2-methyl-1,3-dioxolan-2-yl)-4-pyridyl]amino]-ethyl]pent-2-enamide

生成物 1

HCID 56947466(E)-N-[2-[(2-acetyl-4-pyridyl)amino]ethyl]-4,4,5,5,5-pentafluoro-pent-2-enamide

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

(E)-4,4,5,5,5-Pentafluoro-N-[2-[[2-(2-methyl-1,3-dioxolan-2-yl)-4-pyridyl]amino]ethyl]pent-2-enamide (35 mg, 0.09 mmol) was dissolved in aceton (1 ml), 4M hydrochloric acid (0.5 ml) was added and the mixture was stirred in a closed vessel at 100° C. for 15 minutes with microwave heating. The mixture was diluted with water, extracted with ethyl acetate and the organic phase was washed with brine, dried over magnesium sulfate and evaporated to dryness. The resulting residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 2.5 mg (0.0071 mmol, 7.9%).

後処理

  1. extractionextracted with ethyl acetate
  2. washthe organic phase was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe resulting residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
  6. customto yield 2.5 mg (0.0071 mmol, 7.9%)

出典と根拠

ORDレコード
ord-e4c6eb12c2b64977ad65a8c908d34c59
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08877934B2

反応ノート

読み込み中…

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