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Ammonium formate → Methyl 5-Fluoro-6-methylnicotinate

HRID 1810981
ノート
印刷プレビュー

反応式

HRID 1810981 の反応式
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([CH3:11])=[N:6][C:5]=1Cl.C([O-])=O.[NH4+]>[Pd]>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([CH3:11])=[N:6][CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2723923Ammonium formateHCID 57516327HCID 57516327、化合物

生成物 1

HCID 57516328Methyl 5-Fluoro-6-methylnicotinate収率 61.8%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

A flask containing 10% Pd/C (0.20 g, 0.19 mmol) and 2-chloro-5-fluoro-6-methyl-nicotinic acid methyl ester (0.410 g, 2.01 mmol) is placed under an atmosphere of Ar. The atmosphere of the vessel is evacuated and refilled with Ar three times. To this is added MeOH (30 mL) followed by ammonium formate (1.0 g, 16 mmol). The mixture is stirred at room temperature for 1 h. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to provide a solid. The material is washed with EtOAc and filtered to remove insoluble material. The filtrate is concentrated under reduced pressure to provide 0.210 g (61.6%) of 5-fluoro-6-methyl-nicotinic acid methyl ester as a solid.

後処理

  1. customThe atmosphere of the vessel is evacuated
  2. additionrefilled with Ar three times
  3. additionTo this is added MeOH (30 mL)
  4. filtrationThe mixture is filtered through a pad of diatomaceous earth
  5. concentrationconcentrated under reduced pressure
  6. customto provide a solid
  7. washThe material is washed with EtOAc
  8. filtrationfiltered
  9. customto remove insoluble material
  10. concentrationThe filtrate is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-e3d4461889e34a879fdbece0e5308dae
出典データセット
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08362249B2

反応ノート

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