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

HRID 1830548노트

반응식

HRID 1830548 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-2a0b3d81e6604bc88da07f45f1e395b5
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067515B2

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