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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470745Generated: November 1, 2026

Ammonia → HCID 67970318, compound

https://huagongshe.com/reaction/1470745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrochloric AcidHCID 313—
Reactant4-BromophenetoleHCID 68523—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 67125403HCID 67125403—
Catalystpalladium(II) acetateHCID 167845—
SolventToluene tert-butyl alcoholHCID 22595558—
ProductHCID 67970318HCID 67970318—

Reaction Conditions

Temperature150 °C

Reaction Steps

3.0 mL Toluene/tert-butanol (5:1) are added to a mixture of 130 mg (0.50 mmol) N-[1-methyl-2-(4-piperidin-4-yl-phenyl)-ethyl]-acetamide (VIII.1), 100 mg (0.50 mmol) 1-bromo-4-ethoxy-benzene, 80 mg (0.83 mmol) sodium tert-butyrat, 20 mg (0.040 mmol) X-Phos and 10 mg (0.040 mmol) palladium(II) acetate. The mixture is stirred for 10 min at 150° C. under microwave irradiation in a sealed tube. After that time, the mixture is poured into 1 mL 0.1 N HCl. 1 mL conc. ammonia is added and the mixture is extracted with ethyl acetate (3×). The combined organic layers are dried over sodium sulphate and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel; DCM/MeOH 19:1) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006450B2
Source datasetuspto-grants-2015_04
ORD IDord-1301d59892a94b949a42a1eb9f74739f
Source noteuspto-grants-2015_04