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Potassium Fluoride → 8-(2-Methoxycarbonylamino-6-methylbenzyloxy)-2,3-dimethylimidazo[1,2-a]pyridine

HRID 1377476
ノート
印刷プレビュー

反応式

HRID 1377476 の反応式
[CH3:1][O:2][C:3]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:7]=1[CH2:8]Cl)=[O:4].[OH:15][C:16]1[C:17]2[N:18]([C:22]([CH3:26])=[C:23]([CH3:25])[N:24]=2)[CH:19]=[CH:20][CH:21]=1.[F-].[K+]>C(#N)C>[CH3:1][O:2][C:3]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:7]=1[CH2:8][O:15][C:16]1[C:17]2[N:18]([C:22]([CH3:26])=[C:23]([CH3:25])[N:24]=2)[CH:19]=[CH:20][CH:21]=1)=[O:4]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 522689Potassium FluorideHCID 143684802-Methyl-6-methoxycarbonylaminobenzyl chlorideHCID 224679492,3-Dimethylimidazo[1,2-a]pyridin-8-ol

生成物 1

HCID 232872868-(2-Methoxycarbonylamino-6-methylbenzyloxy)-2,3-dimethylimidazo[1,2-a]pyridine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
70 °C

実験手順

A solution of 9.5 g of 2-methoxycarbonylamino-6-methylbenzyl chloride in 150 ml of dry acetonitrile is added dropwise at RT to a suspension of 7.2 g of 8-hydroxy-2,3-dimethylimidazo[1,2-a]pyridine in 130 ml of dry acetonitrile, to which 8 g of commercial potassium fluoride (50% by weight) in kieselguhr (for example Celite®) has been added. The mixture is heated at 70° C. for 9 h. After cooling to RT, the mixture is poured into 1 l of ice-water and extracted three times with ethyl acetate. The collected organic phases are washed with distilled water and dried over sodium sulfate. After stripping off the organic solvent in vacuo, the precipitating residue is filtered off, washed with a little ethyl acetate and ether and dried. After recrystallization from isopropanol, 2.2 g of the title compound of m.p. 176°-177° C. are obtained.

後処理

  1. additionhas been added
  2. temperatureAfter cooling to RT
  3. extractionextracted three times with ethyl acetate
  4. washThe collected organic phases are washed with distilled water
  5. dry with materialdried over sodium sulfate
  6. filtrationthe precipitating residue is filtered off
  7. washwashed with a little ethyl acetate and ether
  8. customdried
  9. customAfter recrystallization from isopropanol, 2.2 g of the title compound of m.p. 176°-177° C.
  10. customare obtained

出典と根拠

ORDレコード
ord-05cf1de09de7446cbd84e3d36fb78660
出典データセット
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05665730

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート