Methyl iodide → Methyl 2-chloro-6-methylpyridine-3-carboxylate

HRID 62847

반응식

HRID 62847 반응식
[Cl:1][C:2]1[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].CI.[C:14]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:14][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([CH3:11])=[N:10][C:2]=1[Cl:1]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1217242-Chloro-6-methylnicotinic acid

생성물 1

HCID 13055804Methyl 2-chloro-6-methylpyridine-3-carboxylate수율 95%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-Chloro-6-methyl-nicotinic acid (3.58 g, 20.86 mmol) was dissolved in DMF (34 mL). MeI (5.8 mL, 93.88 mmol) and K2CO3(7.78 g, 56.33 mmol) were added thereto, and the mixture was stirred at room temperature for 2 hours. The reactant was distilled under reduced pressure to remove the solvent and extracted with EtOAc. The organic layer was dried with MgSO4, filtered and concentrated under reduced pressure. The obtained residue was purified by column chromatography (eluent EtOAc/Hex=1/2) to obtain the title compound (3.68 g, 94%).

후처리

  1. distillationThe reactant was distilled under reduced pressure
  2. customto remove the solvent
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried with MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by column chromatography (eluent EtOAc/Hex=1/2)

출처 및 근거

ORD 기록
ord-fbfad6ac0e674b76aae3f5c4101743e1
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447044B2

연결된 노트

불러오는 중…