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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 1176573
ノート
印刷プレビュー

反応式

HRID 1176573 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 68504580HCID 68504580、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
0 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-bee6f5bfe740466bbbdc6de1f9207295
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07842688B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート