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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
ノート
印刷プレビュー

反応式

HRID 41275 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 21899848Ethylacetate heptane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-21530398d17b4d688e234cdb73de690c
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08530504B2

反応ノート

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