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Dimethylformamide → N-{3-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}-1-hydroxycyclopropanecarboxamide

HRID 41275
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인쇄 미리보기

반응식

HRID 41275 반응식
[CH3:1][N:2](C)[CH:3]=[O:4].[CH3:6][O:7][C:8]1[CH:13]=[C:12]([CH2:14][O:15][CH3:16])[CH:11]=[C:10]([O:17][CH3:18])[C:9]=1[C:19]1[N:20]2[N:26]=[C:25]([O:27][CH3:28])C(N)=[C:21]2[S:22][CH:23]=1.C(N=C=N[CH2:35][CH2:36][CH2:37]N(C)C)C.[OH:41]N1C2C=CC=CC=2N=N1>CCCCCCC.C(OCC)(=O)C.O>[CH3:6][O:7][C:8]1[CH:13]=[C:12]([CH2:14][O:15][CH3:16])[CH:11]=[C:10]([O:17][CH3:18])[C:9]=1[C:19]1[N:20]2[N:26]=[C:25]([O:27][CH3:28])[C:1]([NH:2][C:3]([C:36]3([OH:41])[CH2:37][CH2:35]3)=[O:4])=[C:21]2[S:22][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 579124433-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazole-7-amine

생성물 1

HCID 67095311N-{3-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}-1-hydroxycyclopropanecarboxamide

시약·촉매·용매

2
HCID 962Water용매HCID 21899848Ethylacetate heptane용매

실험 절차

To a N,N-dimethylformamide (6 mL) solution of 3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazole-7-amine (400 mg, 1.14 mmol) were added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.236 mL, 1.33 mmol) and 1-hydroxybenzotriazole (180 mg, 1.33 mmol), and the mixture was stirred at room temperature over one day and night. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The mixture was filtered, and then the solvent in the filtrate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate: n-heptane/ethyl acetate=1/1 then 1/2) to obtain the title compound (404 mg, 0.93 mmol).

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationThe mixture was filtered
  4. distillationthe solvent in the filtrate was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate

출처 및 근거

ORD 기록
ord-21530398d17b4d688e234cdb73de690c
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530504B2

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