Potassium Carbonate → Methyl 4-(4-propan-2-yl-piperazin-1-yl)benzoate

Temperatur

130 °C

Tris(dibenzylideneacetone)dipalladium(0) (0.014 g, 0.02 mmol) was added to a deoxygenated suspension of 1-isopropylpiperazine (0.151 g, 1.18 mmol), methyl 4-bromobenzoate (0.215 g, 1 mmol), potassium carbonate (0.193 g, 1.4 mmol) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.012 g, 0.03 mmol) in DME (4 mL), and sealed into a microwave tube. The reaction was heated to 130° C. for 10 mins in the microwave reactor and cooled to room temperature. The reaction mixture was evaporated to dryness, redissolved in EtOAc (25 mL) and washed sequentially with water (15 mL) and saturated brine (15 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by silica column chromatography, eluting with 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(4-propan-2-yl-piperizin-1-yl)benzoate (0.170 g, 64.8%) as a tan solid.

1. customsealed into a microwave tube
2. temperaturecooled to room temperature
3. customThe reaction mixture was evaporated to dryness
4. dissolutionredissolved in EtOAc (25 mL)
5. washwashed sequentially with water (15 mL) and saturated brine (15 mL)
6. dry with materialThe organic layer was dried over MgSO4
7. filtrationfiltered
8. customevaporated
9. customto afford crude product
10. customThe crude product was purified by silica column chromatography
11. washeluting with 5% MeOH in DCM
12. customPure fractions were evaporated to dryness

ORD-Eintrag

ord-4f87b8ae39c644da980c51f4ff0bae70

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07737149B2