Sodium Hydroxide → Thieno[3,2-c]pyridine-6-carboxylic acid

HRID 1830548ノート

反応式

HRID 1830548 の反応式
[S:1]1[C:9]2[CH:8]=[C:7]([C:10]([O:12]C)=[O:11])[N:6]=[CH:5][C:4]=2[CH:3]=[CH:2]1.[OH-].[Na+]>CO.O>[S:1]1[C:9]2[CH:8]=[C:7]([C:10]([OH:12])=[O:11])[N:6]=[CH:5][C:4]=2[CH:3]=[CH:2]1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 10954414Thieno[3,2-c]pyridine-6-carboxylic acid, methyl ester

生成物 1

HCID 12277676Thieno[3,2-c]pyridine-6-carboxylic acid収率 43%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

Methyl thieno[3,2-c]pyridine-6-carboxylate (C155) (678 mg, 3.5 mmol) is dissolved in MeOH (16 mL) and water (2 mL). 2M NaOH (1.8 mL, 3.6 mmol) is added drop-wise, and the solution stirred at rt. After 2 days (complete disappearance of ester by TLC), the solution is concentrated in vacuo. The residue is dissolved in water (12 mL), and the pH is adjusted to 3.5 with 10% HCl. The precipitated solid is removed by filtration, and the solid is rinsed with ether, affording thieno[3,2-c]pyridine-6-carboxylic acid (C160) as a white solid (43% yield). HRMS (FAB) calculated for C8H5NO2S+H: 180.0119, found 180.0123 (M+H)+.

後処理

  1. concentrationthe solution is concentrated in vacuo
  2. dissolutionThe residue is dissolved in water (12 mL)
  3. customThe precipitated solid is removed by filtration
  4. washthe solid is rinsed with ether

出典と根拠

ORDレコード
ord-2a0b3d81e6604bc88da07f45f1e395b5
出典データセット
uspto-grants-2006_06
特許番号
US07067515B2

反応ノート

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