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Hydrochloric Acid → 3-Bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylic acid hydrochloride

HRID 408789
ノート
印刷プレビュー

反応式

HRID 408789 の反応式
[Br:1][C:2]1[N:6]2[C:7]([CH3:11])=[CH:8][CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[C:12]([O:14]CC)=[O:13].[OH-].[Na+].[ClH:19]>C(O)C.O1CCCC1>[ClH:19].[Br:1][C:2]1[N:6]2[C:7]([CH3:11])=[CH:8][CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[C:12]([OH:14])=[O:13]
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

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58379339Ethyl 3-bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylate

生成物 1

HCID 672575653-Bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylic acid hydrochloride

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran
溶媒

反応条件

温度
20 °C

実験手順

A solution of ethyl 3-bromo-5-methylimidazo[1,2-a]pyridine-2-carboxylate (0.62 g, 2.2 mmol) in ethanol (3.3 mL) and tetrahydrofuran (3.3 mL) was treated with 1 M sodium hydroxide (6.5 mL, 6.5 mmol) and stirred at 20° C. for 2 h. The reaction mixture was concentrated and the resultant solid was diluted with water, cooled to 0° C., and treated with 1 M hydrogen chloride (8.7 mL, 8.7 mmol) dropwise. The aqueous mixture was concentrated to a solid that was diluted with acetonitrile and reconcentrated (2×) to give the desired product which contained sodium chloride. This material was used without further purification. LCMS for C9H8BrN2O2 (M+H)+: m/z=255.0, 257.0.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionthe resultant solid was diluted with water
  3. temperaturecooled to 0° C.
  4. concentrationThe aqueous mixture was concentrated to a solid
  5. additionthat was diluted with acetonitrile

出典と根拠

ORDレコード
ord-add2417cb8014e1e9312296cbfffc5db
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08759359B2

反応ノート

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