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Triethyl orthoacetate → 5-bromo-2-methyl-3H-imidazo[4,5-b]pyridine

HRID 1368237
ノート
印刷プレビュー

反応式

HRID 1368237 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([Br:9])[N:3]=1.[C:10](OCC)(OCC)(OCC)[CH3:11]>C(O)(=O)C.ClCCl.C(=O)([O-])[O-].[K+].[K+].C>[Br:9][C:4]1[N:3]=[C:2]2[N:1]=[C:10]([CH3:11])[NH:8][C:7]2=[CH:6][CH:5]=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 2

HCID 66221Triethyl orthoacetateHCID 223883866-Bromopyridine-2,3-diamine

生成物 1

HCID 223879615-bromo-2-methyl-3H-imidazo[4,5-b]pyridine

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒HCID 297Methane溶媒HCID 6344Dichloromethane溶媒
このページの内容参加物実験手順後処理出典と根拠反応ノート
HCID 11430
Potassium Carbonate
溶媒

実験手順

2,3-Diamino-6-bromopyridine (8.16 g) and triethyl orthoacetate (12.0 ml) were mixed in acetic acid (41 ml), and the mixture was refluxed under heating for 29 hr. After allowing to cool, the solvent was evaporated under reduced pressure to give a crude product (10 g). This was dissolved in a sufficient amount of dichloromethane and anhydrous potassium carbonate and active charcoal were added. The mixture was stirred at room temperature. The insoluble matter was removed by filtration and the solvent was evaporated to give 5-bromo-2-methyl-1H-imidazo[4,5-b]pyridine (7.59 g) as a pale-yellow powder.

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 29 hr
  3. temperatureto cool
  4. customthe solvent was evaporated under reduced pressure
  5. customto give a crude product (10 g)
  6. additionwere added
  7. customThe insoluble matter was removed by filtration
  8. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-6b6e3bb323c94449840e832bdb77bb93
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06573274B1

反応ノート

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