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(E)-2-Methoxy-4-(2-(pyridin-2-yl)vinyl)pyridine → 2-Methoxy-4-(2-(pyridin-2-yl)ethyl)pyridine

HRID 2387518
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HRID 2387518 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7](/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:6]=[CH:5][N:4]=1>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:6]=[CH:5][N:4]=1
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참가 물질

3

반응물 1

HCID 59293390(E)-2-Methoxy-4-(2-(pyridin-2-yl)vinyl)pyridine

생성물 1

HCID 592934092-Methoxy-4-(2-(pyridin-2-yl)ethyl)pyridine수율 718%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(E)-2-Methoxy-4-(2-(pyridin-2-yl)vinyl)pyridine (290 mg, 0.13 mmol) was dissolved in MeOH (15 mL) and degassed with a nitrogen stream for 10 minutes. Palladium on charcoal (10%, wet, 5 g) was added and the reaction mixture stirred under an atmosphere of hydrogen for 24 h. The reaction mixture was degassed again and the catalyst removed by filtration. Concentration of the filtrate provided the title compound (200 mg, 90%) as a green oil: 1H NMR (500 MHz, CD3OD) δ 8.56 (d, J=5.1 Hz, 1H), 8.03 (d, J=5.1 Hz, 1H), 7.59-7.55 (dt, J=7.9, 19 Hz, 1H), 7.14-7.10 (dd, J=7.2, 5.1 Hz, 1H), 7.08 (d, J=7.6 Hz, 1H), 6.71 (d, J=5.4 Hz, 1H), 6.56 (s, 1H), 3.90 (s, 3H), 3.10-3.06 (m, 2H), 3.04-3.00 (m, 2H).

후처리

  1. customdegassed with a nitrogen stream for 10 minutes
  2. additionPalladium on charcoal (10%, wet, 5 g) was added
  3. customThe reaction mixture was degassed again
  4. customthe catalyst removed by filtration

출처 및 근거

ORD 기록
ord-5dec5d5f67754e02bfd610547381799e
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08268868B2

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