Dimethylformamide → N-methoxyethyl piperidinesulfonamide

HRID 842242ノート

反応式

HRID 842242 の反応式
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]

参加物

5

反応物 4

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

生成物 1

HCID 22052572N-methoxyethyl piperidinesulfonamide収率 50%

反応条件

温度
35 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-4eee4e661bb942b1a3c9c3c6ff336b74
出典データセット
uspto-grants-2002_04
特許番号
US06372758B1

反応ノート

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