Methyl iodide → 1-Methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

HRID 1908115노트

반응식

HRID 1908115 반응식
[O:1]=[C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=[CH:4][NH:3]1.[OH-].[K+].I[CH3:14]>CO.O>[CH3:14][N:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]([OH:10])=[O:9])[C:2]1=[O:1]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 691142-Hydroxynicotinic acid

생성물 1

HCID 12015101-Methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To 2-oxo-1H-pyridine-3-carboxylic acid (2.00 g, 14.4 mmol) in methanol (20 mL) was added a solution of KOH (1.60 g, 28.5 mmol) in water (3 mL) and the mixture was vigorously stirred until a thick suspension formed. Iodomethane (10 μL, 0.16 mmol) was added and the mixture was heated at reflux for 1.5 h. The mixture was concentrated to ⅓ volume and was acidified to pH 1 with 6N HCl. The solids were filtered off and were washed with water (3×2 mL) and acetonitrile (2×2 mL), and then dried in vacuo to give 1-methyl-2-oxo-pyridine-3-carboxylic acid as a white solid. ESI-MS m/z calc 153.0. found 154.1 (M−1)−. Retention time: 0.65 minutes (3 min run).

후처리

  1. customformed
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 1.5 h
  4. concentrationThe mixture was concentrated
  5. filtrationThe solids were filtered off
  6. washwere washed with water (3×2 mL) and acetonitrile (2×2 mL)
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-03398f8c8f004d69ba67d611336215a2
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598164B2

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