Ethyl 4-(furan-2-yl)-2,4-dioxobutanoate → 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-furan-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester

HRID 33248ノート

反応式

HRID 33248 の反応式
[CH2:1]([O:3][C:4](=[O:15])[C:5](=O)[CH2:6][C:7]([C:9]1[O:10][CH:11]=[CH:12][CH:13]=1)=O)[CH3:2].[Cl:16][C:17]1[S:21][C:20]([C:22]2[O:26][N:25]=[C:24]([CH2:27][NH:28][NH2:29])[CH:23]=2)=[CH:19][CH:18]=1>C(O)(=O)C.O>[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[C:7]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)[N:28]([CH2:27][C:24]2[CH:23]=[C:22]([C:20]3[S:21][C:17]([Cl:16])=[CH:18][CH:19]=3)[O:26][N:25]=2)[N:29]=1)=[O:15])[CH3:2]

参加物

5

反応物 2

HCID 3006753Ethyl 4-(furan-2-yl)-2,4-dioxobutanoateHCID 23033477[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-hydrazine

生成物 1

HCID 602079551-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-5-furan-2-yl-1H-pyrazole-3-carboxylic acid ethyl ester

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A solution of 550 mg 4-Furan-2-yl-2,4-dioxo-butyric acid ethyl ester and 601 mg [5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-hydrazine in 10 ml acetic acid was heated to 80° C. for 2 h. Then the reaction mixture was diluted with 20 ml water and extracted with ethyl acetate (3×100 ml). The combined organic layers were dried over MgSO4. The solvents were removed under reduced pressure and the residue was purified by silica gel chromatography eluting with a n-heptane:ethyl acetate gradient 100%->50%.

後処理

  1. extractionextracted with ethyl acetate (3×100 ml)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. customThe solvents were removed under reduced pressure
  4. customthe residue was purified by silica gel chromatography
  5. washeluting with a n-heptane

出典と根拠

ORDレコード
ord-e41909bb60644df8b2ad6cf8d249f3f5
出典データセット
uspto-grants-2008_09
特許番号
US07429581B2

反応ノート

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