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Trifluoroacetic acid → 4-(5-Piperidin-4-yl-1,2,4-oxadiazol-3-yl)pyridine

HRID 221357
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반응식

HRID 221357 반응식
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=3)[N:22]=2)[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[NH:15]1[CH2:20][CH2:19][CH:18]([C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=3)[N:22]=2)[CH2:17][CH2:16]1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57954381HCID 57954381, 화합물

생성물 1

HCID 27611434-(5-Piperidin-4-yl-1,2,4-oxadiazol-3-yl)pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (20 ml) was added to a stirred solution of 4-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-yl)piperidine-1-carboxylic acid tert-butyl ester (Example 2, 1.64 g, 4.96 mmol) in CH2Cl2 (35 ml). After 2.5 h at rt, the solvent was evaporated under reduced pressure. The residual solid was suspended in EtOAc (150 ml) and washed with saturated aqueous Na2CO3 (20 ml). The aqueous was separated and extracted with EtOAc (3×30 ml). The combined organic extracts were dried (MgSO4) and evaporated under reduced pressure to afford the title compound: RT=3.48 min, m/z (ES+)=231.2 [M+H]+.

후처리

  1. customthe solvent was evaporated under reduced pressure
  2. washwashed with saturated aqueous Na2CO3 (20 ml)
  3. customThe aqueous was separated
  4. extractionextracted with EtOAc (3×30 ml)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-19e6641f26994c159f56e6339993d2d0
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08207147B2

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