Water → Ethyl 2-isopropoxy-3-[4-methoxy-3-({[2-fluoro-4-(trifluoromethyl)benzoyl]amino}methyl)phenyl]propanoate

HRID 1816573

반응식

HRID 1816573 반응식
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([CH2:11][CH:12]([O:18][CH:19]([CH3:21])[CH3:20])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].N1C=CC=CC=1.[Cl-].[F:29][C:30]1[CH:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[CH:35][C:31]=1[C:32]([O-])=[O:33].O>CN(C)C=O>[CH:19]([O:18][CH:12]([CH2:11][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([CH2:2][NH:1][C:32](=[O:33])[C:31]2[CH:35]=[CH:36][C:37]([C:39]([F:40])([F:41])[F:42])=[CH:38][C:30]=2[F:29])[CH:4]=1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])([CH3:20])[CH3:21]

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 22493983Ethyl 3-[3-(aminomethyl)-4-methoxyphenyl]-2-isopropoxypropanoateHCID 22494274HCID 22494274, 화합물

생성물 1

HCID 22493991Ethyl 2-isopropoxy-3-[4-methoxy-3-({[2-fluoro-4-(trifluoromethyl)benzoyl]amino}methyl)phenyl]propanoate수율 81.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

0.15 g of ethyl 3-[3-(aminomethyl)-4-methoxyphenyl]-2-isopropoxypropanoate was dissolved in 5 ml N,N-dimethylformamide, and 0.2 ml pyridine and 0.24 g of 2-fluoro-4-(trifluoromethyl)benzoate chloride were added, followed by stirring at room temperature for 12 hours. Water was added to the reaction solution, followed by extracting with ethyl acetate The extract was washed with brine, dried over anhydrous magnesium sulfate and the solvent was evapoarated. The residue was subjected to silica gel column chromatography, and from fractions eluted with ethyl acetate-hexane (1:2), 0.2 g of ethyl 2-isopropoxy-3-[4-methoxy-3-({[2-fluoro-4-(trifluoromethyl)benzoyl]amino}methyl)phenyl]propanoate was obtained as a pale yellow oil. This product was treated in the same manner as in Example 1d), to give 0.15 g of 2-isopropoxy-3-[4-methoxy-3-{[2-fluoro-4-(trifluoromethyl)benzoyl]amino}methyl)phenyl]propanoic acid as a pale yellow solid.

후처리

  1. extractionby extracting with ethyl acetate The extract
  2. washwas washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. washfrom fractions eluted with ethyl acetate-hexane (1:2)

출처 및 근거

ORD 기록
ord-ef68cc2d2d64433caca4d80357893d57
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06884821B1

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