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 33248노트

반응식

HRID 33248 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-e41909bb60644df8b2ad6cf8d249f3f5
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429581B2

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