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Ammonium formate → Methyl 5-Fluoro-6-methylnicotinate

HRID 1810981
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HRID 1810981 반응식
[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
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참가 물질

4

반응물 2

HCID 2723923Ammonium formateHCID 57516327HCID 57516327, 화합물

생성물 1

HCID 57516328Methyl 5-Fluoro-6-methylnicotinate수율 61.8%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e3d4461889e34a879fdbece0e5308dae
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08362249B2

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