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Ammonia → 4-(3-Aminomethylphenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]azetidin-2-one

HRID 1725279
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HRID 1725279 반응식
[H][H].[F:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:45])[CH2:11][CH2:12][CH:13]([C:31](N2C(C3C=CC=CC=3)COC2=O)=[O:32])[CH:14]([C:23]2[CH:30]=[CH:29][C:26](C#N)=[CH:25][CH:24]=2)[NH:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[CH:6][CH:5]=1.[NH3:46].[CH2:47](O)C>[Ni]>[NH2:46][CH2:47][C:25]1[CH:24]=[C:23]([CH:14]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[C:31](=[O:32])[CH:13]2[CH2:12][CH2:11][CH:10]([C:7]2[CH:6]=[CH:5][C:4]([F:3])=[CH:9][CH:8]=2)[OH:45])[CH:30]=[CH:29][CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 702EthanolHCID 222520644-[5-(4-Fluorophenyl)-1-(4-fluorophenylamino)-5-hydroxy-2-(2-oxo-4-phenyloxazolidine-3-carbonyl)-pentyl]-benzonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 222520374-(3-Aminomethylphenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]azetidin-2-one

시약·촉매·용매 1

HCID 935
Nickel
촉매

실험 절차

In an autoclave, at a hydrogen pressure of 75 bar, 2.5 g of 3-{1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}benzonitrile 5 are reacted in 100 ml of ethanol and 15 ml of concentrated ammonia with 1.0 g of Raney-Nickel for 20 h. The reaction solution is filtered, concentrated and separated by silica gel chromatography (methylene chloride/methanol=10/1). This gives 15: C25H24F2N2O2 (422.48) MS (ESI) 405 (M+H—H2O)

후처리

  1. filtrationThe reaction solution is filtered
  2. concentrationconcentrated
  3. customseparated by silica gel chromatography (methylene chloride/methanol=10/1)

출처 및 근거

ORD 기록
ord-852dc827d906407d96e02bf5c52edb62
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07488829B2

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