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Trifluoroacetic acid → 4-(6-(Trifluoromethyl)pyridin-2-yl)piperidin-4-ol

HRID 550819
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HRID 550819 반응식
C(OC([N:8]1[CH2:13][CH2:12][C:11]([OH:24])([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:23][C:20]([F:21])([F:22])[C:16]1[N:15]=[C:14]([C:11]2([OH:24])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:19]=[CH:18][CH:17]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 590119831-Boc-4-[6-(trifluoromethyl)-2-pyridyl]piperidin-4-ol

생성물 1

HCID 590119804-(6-(Trifluoromethyl)pyridin-2-yl)piperidin-4-ol수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
25 °C

실험 절차

A mixture of 4′-hydroxy-6-trifluoromethyl-3′,4′,5′,6′-tetrahydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (450 mg, 1.30 mmol) in methylene chloride (5 mL) was treated with trifluoroacetic acid (5 mL). The reaction was stirred at 25° C. for 30 min. At this time, the reaction was concentrated in vacuo to give yellow oil. The oil was dissolved in methylene chloride, washed with a saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 6-trifluoromethyl-2′,3′,5′,6′-tetrahydro-1′H-[2,4′]bipyridinyl-4′-ol (320 mg, 100%) as a yellow oil; LRMS for C11H13F3N2O3 (M+H)+ at m/z=246. The NMR spectrum obtained on the sample is compatible with its structure.

후처리

  1. concentrationAt this time, the reaction was concentrated in vacuo
  2. customto give yellow oil
  3. washwashed with a saturated aqueous sodium bicarbonate solution
  4. dry with materiala saturated aqueous sodium chloride solution, dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a8aa36fe9fd44805b60216e6c8ebdff6
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07947692B2

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