Dimethylformamide → N-methoxyethyl piperidinesulfonamide

HRID 842242노트

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HRID 842242 반응식
COCCN1CCC([S:15]([N:18]2[CH2:23][CH2:22][CH:21](OC3C=CC(OC(F)(F)F)=CC=3)[CH2:20][CH2:19]2)(=[O:17])=[O:16])(C(OC)=O)CC1.C(=O)([O-])[O-].[K+].[K+].[CH3:42][O:43][CH2:44][CH2:45]Br.C[N:48](C)C=O>>[CH3:42][O:43][CH2:44][CH2:45][NH:48][S:15]([N:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1)(=[O:16])=[O:17]

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 22052656Methyl 1-(2-methoxyethyl)-4-[[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]sulfonyl]-4-piperidinecarboxylate

생성물 1

HCID 22052572N-methoxyethyl piperidinesulfonamide수율 50%

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온도
35 °C

실험 절차

Part I: Preparation of methyl 1-(2-methoxyethyl)-4-[[4-[4-(trifluoromethoxy)phenoxy]-1-piperidinyl]sulfonyl]-4-piperidinecarboxylate. The unsubstituted piperidine sulfonamide from part H (3.0 g, 6.45 mmol) was dissolved in dry dimethylformamide (15 mL) and potassium carbonate (1.3 g, 9.7 mmol) and 2-bromoethyl methyl ether (908 uL, 9.7 mmol) were added. The reaction was stirred at 35° C. for sixteen hr and then concentrated in vacuo. The residue was taken up in ethyl acetate and filtered through Celite. The filtrate washed with water two times, saturated sodium chloride solution, dried over Na2SO4, filtered, and concentrated in vacuo. Chromatography (on silica, ethyl acetate/hexanes) provided the N-methoxyethyl piperidine sulfonamide as a white solid (1.65 g, 50%).

후처리

  1. concentrationconcentrated in vacuo
  2. filtrationfiltered through Celite
  3. washThe filtrate washed with water two times, saturated sodium chloride solution
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4eee4e661bb942b1a3c9c3c6ff336b74
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06372758B1

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