Diisopropylcarbodiimide → N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid ethyl ester

HRID 1665687노트

반응식

HRID 1665687 반응식
C(N=C=NC(C)C)(C)C.[F:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[O:21][N:20]=[C:19]([NH2:22])[CH:18]=2)=[CH:13][CH:12]=1.[CH2:23]([O:25][C:26](=[O:31])[CH2:27][C:28](O)=[O:29])[CH3:24]>C1COCC1.C(OCC)(=O)C>[CH2:23]([O:25][C:26](=[O:31])[CH2:27][C:28]([NH:22][C:19]1[CH:18]=[C:17]([C:14]2[CH:13]=[CH:12][C:11]([F:10])=[CH:16][CH:15]=2)[O:21][N:20]=1)=[O:29])[CH3:24]

참가 물질

6

반응물 3

HCID 12734DiisopropylcarbodiimideHCID 70615Monoethyl malonateHCID 132004245-(4-Fluorophenyl)-1,2-oxazol-3-amine

생성물 1

HCID 57875802N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid ethyl ester수율 832.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

Diisopropyl carbodiimide (0.07 mL, 0.45 mmol) and 5-(4-fluoro-phenyl)-isoxazol-3-ylamine (67 mg, 0.037 mmol) were added to a stirred solution of malonic acid monoethyl ester (50 mg, 0.37 mmol) in THF (1 mL) and stirring was continued at reflux temperature for 4 hrs. The mixture was concentrated under reduced pressure. The residue obtained was diluted with ethyl acetate and washed with water, followed by brine solution. The organic layer collected was dried over Na2SO4 and concentrated under reduced pressure to afford 90 mg (81.8% Yield) of N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid ethyl ester.

후처리

  1. temperatureat reflux temperature for 4 hrs
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customThe residue obtained
  4. washwashed with water
  5. customThe organic layer collected
  6. dry with materialwas dried over Na2SO4
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bc9c2154121c46a0bc19592d5d1bb707
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039463B2

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