Diisopropylethylamine → (Z)-2-fluoro-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-[2-oxo-3-(2,4,6-trifluorophenyl)piperidin-1-yl]acrylamide

HRID 546670노트

반응식

HRID 546670 반응식
C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.[F:16]/[C:17](=[CH:21]\[C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH:32]=[C:31]([CH3:33])[N:30]=[CH:29]2)=[C:24]([O:34][CH3:35])[CH:23]=1)/[C:18]([OH:20])=O.[NH2:36][N:37]1[CH2:42][CH2:41][CH2:40][CH:39]([C:43]2[C:48]([F:49])=[CH:47][C:46]([F:50])=[CH:45][C:44]=2[F:51])[C:38]1=[O:52].C(N(C(C)C)CC)(C)C.O.C(=O)(O)[O-].[Na+]>CN(C=O)C.C(OCC)(=O)C>[F:16]/[C:17](=[CH:21]\[C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH:32]=[C:31]([CH3:33])[N:30]=[CH:29]2)=[C:24]([O:34][CH3:35])[CH:23]=1)/[C:18]([NH:36][N:37]1[CH2:42][CH2:41][CH2:40][CH:39]([C:43]2[C:44]([F:51])=[CH:45][C:46]([F:50])=[CH:47][C:48]=2[F:49])[C:38]1=[O:52])=[O:20]

참가 물질

8

반응물 5

HCID 81531DiisopropylethylamineHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 66838904(Z)-2-fluoro-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acidHCID 668390821-Amino-3-(2,4,6-trifluorophenyl)piperidin-2-oneHCID 86585896Sodium bicarbonate water

생성물 1

HCID 66838918(Z)-2-fluoro-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-[2-oxo-3-(2,4,6-trifluorophenyl)piperidin-1-yl]acrylamide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

BOPCl (221 mg) was added to a suspension of (Z)-2-fluoro-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (CAS No. 870838-71-4, 240 mg), 1-amino-3-(2,4,6-trifluorophenyl)piperidin-2-one (106 g) and IPEA (0.45 mL) in DMF (5 mL), and the reaction solution was stirred at room temperature for 16 hours. Saturated sodium bicarbonate water and ethyl acetate were added to the reaction mixture and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: ethyl acetate) to obtain 110 mg of the title compound. The property value of the compound is as follows.

후처리

  1. customthe organic layer was separated
  2. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: ethyl acetate)

출처 및 근거

ORD 기록
ord-8d0320686fe94f9a9fac64e1d508d792
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935815B2

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