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Water → N-{2-[4-Fluoro-2-(2-{4-[(1-phenylpyrrolidin-3(S)-yloxy)phenyl]piperidin-3-yloxy}ethoxy)phenyl]ethyl}acetamide

HRID 1712566
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HRID 1712566 반응식
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][C:22](O)=[CH:21][CH:20]=2)[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1)(=[O:3])[CH3:2].[C:38](=[O:41])([O-])O.[Na+].ClC(OC[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)=O.O>C(OCC)(=O)C>[F:37][C:34]1[CH:35]=[CH:36][C:7]([CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[C:8]([O:9][CH2:10][CH2:11][O:12][CH:13]2[CH:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[O:41][C@H:38]3[CH2:2][CH2:1][N:4]([C:48]4[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=4)[CH2:5]3)[CH2:17][CH2:16][NH:15][CH2:14]2)[CH:33]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 68504580HCID 68504580, 화합물

생성물 1

HCID 68497210N-{2-[4-Fluoro-2-(2-{4-[(1-phenylpyrrolidin-3(S)-yloxy)phenyl]piperidin-3-yloxy}ethoxy)phenyl]ethyl}acetamide

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

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온도
0 °C

실험 절차

Analogously to Method A, 2.90 g of tert-butyl 3-{2-[2-(2-acetylaminoethyl)-5-fluorophenoxy]ethoxy}-4-(4-hydroxyphenyl)piperidine-1-carboxylate (Example 223) are reacted. The resulting crude product is subsequently taken up in 50 ml each of ethyl acetate and saturated aqueous sodium hydrogencarbonate solution. The reaction mixture is cooled in an ice bath and admixed with 1.00 ml of benzyl chloroformate and subsequently stirred at 0° C. for a further 30 minutes. The reaction mixture is admixed with 300 ml of water and extracted with ethyl acetate (2×250 ml). The combined organic phases are dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is used further as the crude product Rf=0.30 (EtOAc); Rt=4.33

후처리

  1. temperatureThe reaction mixture is cooled in an ice bath
  2. extractionextracted with ethyl acetate (2×250 ml)
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-6ccd2b0b20ba4ae9a92fcbeefc36b110
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790715B2

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