2,6-Dimethoxybenzoyl chloride → Benzamide

Temperature

0 °C

2,6-Dimethoxy-benzoyl chloride (81 mg, 0.41 mmol) was added to a solution, of methyl-(4-pyridin-2-yl-but-3-ynyl)-amine (50 mg, 0.31 mmol) and DIEA (69 μL, 0.41 mmol) in chloroform (2 mL) at 0° C. The reaction mixture was stirred at 0° C. for 10 min, at room temperature for 14 hours, quenched by the addition of water and extracted twice with chloroform. The organic phase was washed with saturated solution of NaHCO3, brine, dried over MgSO4, filtered and evaporated. The crude residue was purified by flash chromatography (DCM/MeOH 95:5) to yield 2,6-dimethoxy-N-methyl-N-(pyridin-2-yl)but-3-ynyl)benzamide (12 mg, 37 μmol, 12%).

1. customquenched by the addition of water
2. extractionextracted twice with chloroform
3. washThe organic phase was washed with saturated solution of NaHCO3, brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customevaporated
7. customThe crude residue was purified by flash chromatography (DCM/MeOH 95:5)

ORD record

ord-165d80c7be994fd7a570c361167ec348

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08101637B2