Bromine → 3-Bromo-7-methylimidazo[1,2-a]pyridine

HRID 985502ノート

反応式

HRID 985502 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[CH:9][N:10]=[C:4]2[CH:3]=1.C([O-])(=O)C.[Na+].[Br:16]Br.C(=O)([O-])O.[Na+]>CO>[Br:16][C:8]1[N:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]2=[N:10][CH:9]=1

参加物

6

反応物 4

HCID 24408BromineHCID 1366817-Methylimidazo[1,2-a]pyridineHCID 516892Sodium BicarbonateHCID 517045Sodium Acetate

生成物 1

HCID 167404763-Bromo-7-methylimidazo[1,2-a]pyridine収率 100%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A cooled (−10° C.) suspension of 7-methylimidazo[1,2-α]pyridine (26 g, 0.2 mol) and sodium acetate (24.3 g, 0.3 mol) in methanol (150 ml) was treated with bromine (ca. 10 ml, 0.2 mol) added dropwise until the first permanent colour change occurred. Stirring was continued for a further 20 minutes before the reaction was poured into saturated aqueous sodium hydrogencarbonate (2 l). The resulting solid was filtered, washed with water and dried. Trituration with 5% ether in isohexane furnished 3-bromo-7-methylimidazo[1,2-α]pyridine as a red-brown powder (41.5 g, 100%). 1H NMR (360 MHz, CDCl3) δH 2.43 (3H, s), 6.76 (1H, d, J 7), 7.37 (1H, s), 7.53 (1H, s), 7.55 (1H, s), 8.00 (1H, d, J 7); m/z (ES+) 210/212 (M++H).

後処理

  1. temperatureA cooled
  2. additionadded dropwise until the first permanent colour change
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-539fb61bad284d26ab2b6780459376d6
出典データセット
uspto-grants-2005_03
特許番号
US06872731B2

反応ノート

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