Sodium Hydroxide → 4-Amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid

HRID 573580ノート

反応式

HRID 573580 の反応式
[NH2:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[C:6]([CH3:13])[N:5]=[C:4]2[S:14][C:15]([Br:18])=[C:16]([CH3:17])[C:3]=12.[OH-].[Na+]>C(O)C>[NH2:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH3:13])[N:5]=[C:4]2[S:14][C:15]([Br:18])=[C:16]([CH3:17])[C:3]=12

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 68324019Ethyl 4-amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylate

生成物 1

HCID 683237964-Amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid収率 92%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

To a solution of ethyl 4-amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylate (Description 31) (857 mg, 2.60 mmol) in ethanol (25 mL) was added aqueous NaOH (2M) (2.60 mL, 5.21 mmol) and reaction mixture stirred at 100° C. for 4 h. The mixture was then cooled to RT before the solvent was removed in vacuo. The residue was then taken-up in water (20 mL) before acidifying with aqueous HCl (2M) (2 mL) to form a precipitate. The mixture was then subjected to a centrifuge and the aqueous solution was then decanted off and the solid residue dried under vacuum, to afford the title compound (720 mg). LCMS (A) m/z: 301/303 [M+1]+, Rt 0.67 min (acidic).

後処理

  1. temperatureThe mixture was then cooled to RT before the solvent
  2. customwas removed in vacuo
  3. customto form a precipitate
  4. customthe aqueous solution was then decanted off
  5. customthe solid residue dried under vacuum

出典と根拠

ORDレコード
ord-dccae0adc4b04abea0f43bdc92c1761a
出典データセット
uspto-grants-2015_05
特許番号
US09029545B2

反応ノート

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