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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
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HRID 333064 반응식
[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]
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참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

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온도
100 °C

실험 절차

(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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-e4c6eb12c2b64977ad65a8c908d34c59
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08877934B2

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