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

HRID 985502노트

반응식

HRID 985502 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-539fb61bad284d26ab2b6780459376d6
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06872731B2

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