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

HRID 1072998ノート

反応式

HRID 1072998 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 H2O (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 H2O (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 H2O (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-3d7ca39a987b4f4da4979de538c8eb14
出典データセット
uspto-grants-2005_06
特許番号
US06911543B2

反応ノート

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