Reaction #607478

Reaction equation

cyclobutanecarboxylic acid

HATU

DIPEA

3-amino-5-bromo-1-methylpyridin-2(1H)-one

→

101a

Yield 54.0%

N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)cyclobutanecarboxamide

Yield 54.0%

Solvents

DCM

Conditions

Workup

1. 1
   OtherThe resulting mixture was evaporated under reduced pressure
2. 2
   Otherthe residue was purified on a silica-gel column
3. 3
   Washeluting with 20:1 DCM/methanol

Procedure

To a mixture or cyclobutanecarboxylic acid (200 mg, 2.0 mmol), HATU (1.14 g, 3.0 mmol) and DIPEA (516 mg, 4.0 mmol) in DCM (8 mL) was added 3-amino-5-bromo-1-methylpyridin-2(1H)-one (330 mg, 1.62 mmol). The reaction mixture was stirred at 25° C. for 5 hours. The resulting mixture was evaporated under reduced pressure and the residue was purified on a silica-gel column eluting with 20:1 DCM/methanol to afford 101a (230 mg, 54%). MS-ESI: [M+H]+ 285.1

Source