Triethylamine → Benzamide

A solution of 3,4-dichlorobenzoyl chloride Compound 1e (0.25 mmol, 0.06 g) in THF (1 mL) was added dropwise over 2 min to a solution of Compound 2c (0.2 mmol, 0.05 g) and Et3N (0.4 mmol, 0.06 mL) in THF (4 mL) at 0° C. The resulting suspension was allowed to warm to r.t. overnight, then made basic with a 2N NaOH-solution and extracted with EtOAc (10 mL). The aqueous layer was extracted with EtOAc (2×10 mL). The organic layers were washed with brine, then dried over Na2SO4 and filtered. The solvent was removed in vacuo to yield 3,4-dichloro-N-(4-{2-[methyl-(tetrahydro-pyran-4-yl)-amino]-ethyl)}-phenyl)-benzamide Compound 2d as a yellow solid. The product was purified by preparative TLC (10:1 EtOAc:MeOH) (0.06 g, 73%). MS m/e 407 (M+H, 100%);

1. extractionextracted with EtOAc (10 mL)
2. extractionThe aqueous layer was extracted with EtOAc (2×10 mL)
3. washThe organic layers were washed with brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. customThe solvent was removed in vacuo

ORD record

ord-c58de87500364ab7a2848965e655a8cd

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07799824B2