4-Hydroxypiperidine-1-carbonitrile → 1-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidin-4-OL

HRID 68788

반응식

HRID 68788 반응식
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]#[N:9])[CH2:4][CH2:3]1.[OH:10][NH:11][C:12](=N)[CH:13]([CH3:15])[CH3:14]>C(OCC)(=O)C.CCOCC.[Cl-].[Cl-].[Zn+2]>[CH3:14][CH:13]([C:12]1[N:9]=[C:8]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)[O:10][N:11]=1)[CH3:15]

참가 물질

6

반응물 2

HCID 218978254-Hydroxypiperidine-1-carbonitrileHCID 178449908HCID 178449908, 화합물

생성물 1

HCID 218977441-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidin-4-OL

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

4-Hydroxypiperidine-1-carbonitrile (3.0 g) and N-hydroxy-2-methylpropanimidamide (2.9 g) are dissolved in ethyl acetate (20 ml) and 1 M ZnCl2 in Et2O (29 ml) is added. A precipitate forms and the solvent is decanted off. Additional Et2O (20 ml) is added to wash the precipitate and again is decanted off. Ethanol (20 ml) is added followed by concentrated aqueous HCl (7.5 ml) and the mixture is heated to 100° C. for 3.5 h.

후처리

  1. customA precipitate forms and the solvent is decanted off
  2. additionAdditional Et2O (20 ml) is added
  3. washto wash the precipitate
  4. customagain is decanted off
  5. additionEthanol (20 ml) is added

출처 및 근거

ORD 기록
ord-7965278f0abf44a5b7fbd8f75fc4af5e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822471B2

연결된 노트

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