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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524375Generated: October 30, 2026

Sodium Carbonate → N-(3-morpholin-4-yl-quinoxalin-6-yl)-2-phenyl-isobutyramide

https://huagongshe.com/reaction/524375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(7-Bromoquinoxalin-2-yl)morpholineHCID 53363526—
Reactant2-phenyl-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-isobutyramideHCID 58696123—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
ProductN-(3-morpholin-4-yl-quinoxalin-6-yl)-2-phenyl-isobutyramideHCID 67035794168.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 7-bromo-2-morpholin-4-yl-quinoxaline [intermediate example 2.1] (50 mg), 2-phenyl-N-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-isobutyramide (87 mg, 0.24 mmol) and Pd(PPh3)4 in 1:1 Toluene/EtOH (2 mL) was treated with 1M aq. sodium carbonate solution and heated at 120° C. under microwave irradiation for 15 minutes. The reaction was partitioned between EtOAc and water, the phases separated and the organic layer concentrated in vacuo. The reaction was repeated and the combined crude products were purified by trituration with DMSO to give the title compound (108 mg). UPLC-MS: RT=1.36 min; m/z (ES+) 453.27 [MH+]; required MW=452.56.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340528B2
Source datasetuspto-grants-2016_05
ORD IDord-d0d57fc8a0b141bc9eefbe50462d506e
Source noteuspto-grants-2016_05