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-f048eb6a13a84914a2cb66b95d938966

Quelldatensatz

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08129391B2