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

HRID 1665687ノート

反応式

HRID 1665687 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bc9c2154121c46a0bc19592d5d1bb707
出典データセット
uspto-grants-2011_10
特許番号
US08039463B2

反応ノート

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