Lithium Hydroxide → 4-(1-Piperidinesulfonylpiperidin-4-ylmethyl)-phenylamine

HRID 1358848노트

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HRID 1358848 반응식
FC(F)(F)C([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([S:19]([N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)(=[O:21])=[O:20])[CH2:15][CH2:14]2)=[CH:8][CH:7]=1)=O.[OH-].[Li+]>CO.O>[N:22]1([S:19]([N:16]2[CH2:15][CH2:14][CH:13]([CH2:12][C:9]3[CH:10]=[CH:11][C:6]([NH2:5])=[CH:7][CH:8]=3)[CH2:18][CH2:17]2)(=[O:21])=[O:20])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 120943982,2,2-trifluoro-N-[4-(1-piperidinesulfonylpiperidin-4-ylmethyl)-phenyl]acetamide

생성물 1

HCID 120943994-(1-Piperidinesulfonylpiperidin-4-ylmethyl)-phenylamine수율 80.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

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온도
60 °C

실험 절차

A mixture of 2,2,2-trifluoro-N-[4-(1-piperidinesulfonylpiperidin-4-ylmethyl)-phenyl]acetamide (0.48 g, 1.11 mmol) and lithium hydroxide (0.23 g, 5.54 mmol) in methanol (10 mL) and water (1 mL) was heated at 60° C. for about 2 hours. The reaction mixture was concentrated in vacuo, diluted with water, and extracted with dichloromethane. The organic extracts were washed with water and brine, and dried (Na2SO4). The residue was crystallized from ethyl acetate/hexanes, to give 4-(1-piperidinesulfonylpiperidin-4-ylmethyl)-phenylamine (0.30 g) as a white solid, m.p. 144-145° C.; Analysis for C17H27N3O2S: Calc.: C, 60.50; H, 8.06; N, 12.45; Found: C, 60.76; H, 8.07; N, 12.56.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with water
  3. extractionextracted with dichloromethane
  4. washThe organic extracts were washed with water and brine
  5. dry with materialdried (Na2SO4)
  6. customThe residue was crystallized from ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-45308b2d386a414c9557b18aa73dbdc1
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596876B2

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