Methylamine → HCID 67244656, compound

HRID 2422685Notes

Reaction equation

HRID 2422685 reaction equation
[NH2:1][C:2]1[C:3]([C:9]([OH:11])=O)=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[CH3:12][NH2:13]>CN(C=O)C>[NH2:1][C:2]1[C:3]([C:9]([NH:13][CH3:12])=[O:11])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 497615813-Amino-5-bromopyridine-2-carboxylic acid

Product 1

HCID 67244656HCID 67244656, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Amino-5-bromopyridine-2-carboxylic acid (500 mg, 2.30 mmol) and N′,N-carbonyldiimidazole (410 mg, 2.53 mmol) were stirred in DMF (5 mL) at 40° C. for 2 hours. After cooled to room temperature, methylamine (2.0 M in THF, 2.3 mL) was added thereto and further stirred at room temperature for 1 hour. The solvent was evaporated off under reduced pressure, and the residue was purified through silica gel column chromatography (chloroform/methanol=9/1 to 4/1) to obtain the intended compound (4.99 g, 94%) as a milky white solid.

Workup

  1. customThe solvent was evaporated off under reduced pressure
  2. customthe residue was purified through silica gel column chromatography (chloroform/methanol=9/1 to 4/1)

Sources & evidence

ORD record
ord-efbf7b880887422fa8fe793be22c4a8e
Source dataset
uspto-grants-2011_06
Patent number
US07960394B2

Reaction notes

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