Hydrochloric Acid → (Z)-3-Aminomethyl-6-(2-cyclohexylvinyl)-pyridine

HRID 1190993노트

반응식

HRID 1190993 반응식
C(OC([NH:8][CH2:9][C:10]1[CH:11]=[N:12][C:13](/[CH:16]=[CH:17]\[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:14][CH:15]=1)=O)(C)(C)C.Cl>CO>[NH2:8][CH2:9][C:10]1[CH:11]=[N:12][C:13](/[CH:16]=[CH:17]\[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:14][CH:15]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 59828825(Z)-3-(tert-Butoxycarbonylamino-methyl)-6-(2-cyclohexylvinyl)-pyridine

생성물 1

HCID 58495592(Z)-3-Aminomethyl-6-(2-cyclohexylvinyl)-pyridine수율 309.3%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

Add (Z)-3-(tert-butoxycarbonylamino-methyl)-6-(2-cyclohexylvinyl)-pyridine (0.42 g, 1.33 mmol) to methanol (20 mL) and cool to 0° C. Bubble hydrogen chloride into the solution until saturated, and allow the mixture to warm to room temperature. Concentrate the mixture in vacuo and partition the residue between 3N aqueous NaOH (30 mL) and DCM (30 mL). Separate the layers and extract the aqueous phase with DCM (3×30 mL). Wash the combined organic extracts with brine (30 mL), dry over Na2SO4, filter, and concentrate in vacuo to obtain the title compound as a colorless oil (0.89 g, 80%). MS (APCI+) m/z: 217 (M+H)+.

후처리

  1. temperatureto warm to room temperature
  2. concentrationConcentrate the mixture in vacuo
  3. custompartition the residue between 3N aqueous NaOH (30 mL) and DCM (30 mL)
  4. customSeparate the layers
  5. extractionextract the aqueous phase with DCM (3×30 mL)
  6. washWash the combined organic extracts with brine (30 mL)
  7. dry with materialdry over Na2SO4
  8. filtrationfilter
  9. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-10143417d0694239a01a31a944e26d0f
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680091B2

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