P-Anisidine → 4-(p-Anisidino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

HRID 395438노트

반응식

HRID 395438 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][C:23](=O)[CH2:22][CH2:21]3)[CH:16]=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:27][O:28][C:29]1[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=1>C1(C)C=CC=CC=1>[CH3:27][O:28][C:29]1[CH:34]=[CH:33][C:32]([NH:35][CH:23]2[CH2:24][CH2:25][N:20]([CH2:19][C:17]3[CH:16]=[CH:15][N:14]=[C:13]([C:5]4[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=4)[CH:18]=3)[CH2:21][CH2:22]2)=[CH:31][CH:30]=1

참가 물질

4

반응물 2

HCID 7732P-AnisidineHCID 22557811[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl-4-piperidone

생성물 1

HCID 120431454-(p-Anisidino)-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]-4-piperidone (2.17 g) in toluene (40 mL) was added p-anisidine (900 mg) and molecular sieves 4A (6.0 g). The mixture was refluxed overnight, then filtered and the filtrate was evaporated. The residual oil was dissolved in ethanol (40 mL) and sodium borohydride (276 mg) was added. The mixture was stirred at room temperature for 2 hours before concentration in vacuo. The residue was dissolved in ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and evaporated. The residual oil was subjected to silica gel column chromatography using chloroform-methanol (50:1) to give the title compound as yellow amorphous.

후처리

  1. temperatureThe mixture was refluxed overnight
  2. filtrationfiltered
  3. customthe filtrate was evaporated
  4. dissolutionThe residual oil was dissolved in ethanol (40 mL)
  5. additionsodium borohydride (276 mg) was added
  6. dissolutionThe residue was dissolved in ethyl acetate
  7. washwashed with brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. customevaporated

출처 및 근거

ORD 기록
ord-5c7a64c3fb98414899a29c9a79899491
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06605620B1

반응 노트

불러오는 중…