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Methyl iodide → 3-(Methoxymethyl)imidazo[1,2-a]pyridine-6-carbonitrile

HRID 1890584
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HRID 1890584 반응식
[OH:1][CH2:2][C:3]1[N:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]2=[N:5][CH:4]=1.[H-].[Na+].CI.[C:18]([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[CH3:18][O:1][CH2:2][C:3]1[N:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]2=[N:5][CH:4]=1
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참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 24758Sodium hydrideHCID 673059313-(Hydroxymethyl)imidazo[1,2-a]pyridine-6-carbonitrile

생성물 1

HCID 673055063-(Methoxymethyl)imidazo[1,2-a]pyridine-6-carbonitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 3-(hydroxymethyl)-imidazo[1,2-a]pyridine-6-carbonitrile (7-2) (346 mg, 2 mmol) in 20 mL of THF was added sodium hydride (240 mg, 60% in oil) at 0° C. The reaction mixture was stirred at 0° C. for 1 h, then methyl iodide (615 mg, 4.3 mmol) was added. The reaction was stirred at room temperature overnight. The mixture was treated with aqueous Na2CO3, then concentrated. The residue was diluted with water and extracted with EtOAc. The combined organics were dried over Na2SO4 and concentrated to afford the title compound (300 mg). MS (m/z): 188.0 (M+H)+

후처리

  1. stirringThe reaction was stirred at room temperature overnight
  2. concentrationconcentrated
  3. additionThe residue was diluted with water
  4. extractionextracted with EtOAc
  5. dry with materialThe combined organics were dried over Na2SO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f9be21dda1bf492da899089ddf4e6f1f
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507487B2

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