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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773707Generated: October 31, 2026

N-methyl-2-pyrrolidone → HCID 117601785, compound

https://huagongshe.com/reaction/1773707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantB-(6-Methyl-5-quinolinyl)boronic acidHCID 51072217—
ReactantHCID 117601300HCID 117601300—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 117601785HCID 117601785—

Reaction Conditions

Temperature110 °C

Reaction Steps

4-(3,5-Dimethylisoxazol-4-yl)-N1-ethyl-6-iodobenzene-1,2-diamine (105 mg, 0.29 mmol), 6-methylquinolin-5-ylboronic acid (274.86 mg, 1.47 mmol), 1,8-Diazabicyclo[5.4.0]undec-7-ene (0.26 mL, 1.76 mmol), 1-Methyl-2-pyrrolidinone (5 mL), and water (2 mL) were placed in microwave vial, pre-stirred for 2 minutes, then heated to 110° C. for 15 minutes. Reaction mixture was diluted with EtOAc and aqueous ammonium chloride and extracted with EtOAc (3 times). Organics were washed with ammonium chloride, water and brine and dried over sodium sulfate. Solvent was evaporated to dryness. Crude material was purified by silica gel chromatography (DCM/MeOH as eluent) to afford 4-(3,5-dimethylisoxazol-4-yl)-N1-ethyl-6-(6-methylquinolin-5-yl)benzene-1,2-diamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255089B2
Source datasetuspto-grants-2016_02
ORD IDord-ff08b13ddac44a36925b41bb846ddb2e
Source noteuspto-grants-2016_02