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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275209Generated: October 26, 2026

N-methyl-2-pyrrolidone → HCID 178422110, compound

https://huagongshe.com/reaction/2275209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant9-Bromo-3-chloro-8-methoxy-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-oneHCID 66834955—
ReactantHCID 178418546HCID 178418546—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178422110HCID 178422110—

Reaction Conditions

Temperature210 °C

Reaction Steps

9-Bromo-3-chloro-8-methoxy-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one (Compound S1-4, 150 mg, 0.37 mMol) was dissolved in NMP, added with CuCN (100 mg, 3 eq.), and stirred at 210° C. for 1.5 hr under irradiation with microwave. After cooling, the reaction solution was added with water and ethyl acetate, and the precipitated solid was filtered to remove the solvent. The obtained residues were dissolved in DMF (1 ml), added with sodium azide (100 mg, 8 eq.) and ammonium chloride (5 mg), and then stirred at 120° C. for 24 hr in a sealed tube. After adding water, the insoluble matters were filtered and purified by HPLC to obtain the title compound (6.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126931B2
Source datasetuspto-grants-2015_09
ORD IDord-698e875a121542ed9bae4c30a74d75d9
Source noteuspto-grants-2015_09