{3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol → 3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde

HRID 906323노트

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HRID 906323 반응식
[CH:1]1([CH2:6][N:7]([CH2:18][CH3:19])[C:8]2[C:9]([CH2:16][OH:17])=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:1]1([CH2:6][N:7]([CH2:18][CH3:19])[C:8]2[C:9]([CH:16]=[O:17])=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

참가 물질

4

반응물 1

HCID 67243028{3-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol

생성물 1

HCID 866284303-[(Cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde수율 85%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매2회HCID 6212Chloroform용매2회

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온도
55 °C

실험 절차

A solution of {3-[(cyclopentylmethyl)(ethyl)amino]-6-methoxypyridin-2-yl}methanol (2.0 g, 7.57 mmol) in chloroform (200 mL) was added with manganese dioxide (20 g, 230 mmol), and the mixture was stirred at 55° C. for 16 hours. The reaction mixture was filtered through Celite, and the filtrate was washed with chloroform, and then concentrated under reduced pressure. The resulting residue was added with chloroform (200 mL) and manganese dioxide (20 g, 230 mmol), and the mixture was stirred at 55° C. for 6 hours. The reaction mixture was filtered through Celite, and the filtrate was washed with chloroform, and then concentrated under reduced pressure to obtain 3-[(cyclopentylmethyl)(ethyl)amino]-6-methoxypicolinaldehyde (1.68 g, 85%) as pale yellow oil.

후처리

  1. filtrationThe reaction mixture was filtered through Celite
  2. washthe filtrate was washed with chloroform
  3. concentrationconcentrated under reduced pressure
  4. stirringthe mixture was stirred at 55° C. for 6 hours
  5. filtrationThe reaction mixture was filtered through Celite
  6. washthe filtrate was washed with chloroform
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-15d97ace52534fe782c3b1287843c509
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012989B2

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