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

HRID 62847

反応式

HRID 62847 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 13055804Methyl 2-chloro-6-methylpyridine-3-carboxylate収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-fbfad6ac0e674b76aae3f5c4101743e1
出典データセット
uspto-grants-2016_09
特許番号
US09447044B2

関連ノート

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