HCID 57516330, compound → 5-Fluoro-6-methyl-3-pyridinamine

HRID 1810984Notes

Reaction equation

HRID 1810984 reaction equation
C(OC(=O)[NH:10][C:11]1[CH:12]=[N:13][C:14]([CH3:18])=[C:15]([F:17])[CH:16]=1)C1C=CC=CC=1>[Pd]>[F:17][C:15]1[CH:16]=[C:11]([NH2:10])[CH:12]=[N:13][C:14]=1[CH3:18]

Participants

3

Reactant 1

HCID 57516330HCID 57516330, compound

Product 1

HCID 575163265-Fluoro-6-methyl-3-pyridinamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A flask is charged with (5-fluoro-6-methyl-pyridin-3-yl)-carbamic acid benzyl ester (0.20 g, 0.23 mmol) and 10% Pd/C (0.09 g, 0.08 mmol). The atmosphere is evacuated and refilled with Ar three times. To this mixture is added MeOH (10 mL). The reaction mixture is placed under an atmosphere of H2 and stirred at room temperature for 1 h. The mixture is filtered through a syringe filter and concentrated under reduced pressure to provide 5-fluoro-6-methyl-pyridin-3-ylamine as a solid.

Workup

  1. customThe atmosphere is evacuated
  2. additionrefilled with Ar three times
  3. additionTo this mixture is added MeOH (10 mL)
  4. filtrationThe mixture is filtered through a syringe
  5. filtrationfilter
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-35f336de08814778bc067eba02c18074
Source dataset
uspto-grants-2013_01
Patent number
US08362249B2

Reaction notes

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