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2-Amino-5-nitropyridine → Methyl 3-methyl-6-nitroimidazo[1,2-a]pyridine-2-carboxylate

HRID 230802
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반응식

HRID 230802 반응식
Br[CH:2]([CH3:9])[C:3](=O)[C:4]([O:6][CH3:7])=[O:5].[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][N:12]=1>C(O)C>[CH3:9][C:2]1[N:12]2[CH:13]=[C:14]([N+:17]([O-:19])=[O:18])[CH:15]=[CH:16][C:11]2=[N:10][C:3]=1[C:4]([O:6][CH3:7])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 778882-Amino-5-nitropyridineHCID 11183175Methyl 3-bromo-2-oxobutanoate

생성물 1

HCID 23120547Methyl 3-methyl-6-nitroimidazo[1,2-a]pyridine-2-carboxylate수율 23.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

An ethanol suspension (400 mL) of methyl 3-bromo-2-oxobutyrate (46.6 g) and 2-amino-5-nitropyridine (33.3 g) was stirred at 90° C. for 24 hours. The precipitated solid was taken out through filtration, and the obtained solid was suspended in ethyl acetate, washed with aqueous saturated sodium hydrogencarbonate solution, and purified through silica gel column chromatography (hexane/ethyl acetate=2/1) to obtain methyl 3-methyl-6-nitroimidazo[1,2-a]pyridine-2-carboxylate (13.0 g) as a yellow crystal.

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후처리

  1. filtrationThe precipitated solid was taken out through filtration
  2. washwashed with aqueous saturated sodium hydrogencarbonate solution
  3. custompurified through silica gel column chromatography (hexane/ethyl acetate=2/1)

출처 및 근거

ORD 기록
ord-2d8ef7e6ce684813880ebfd636398915
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07566781B2

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