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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17552Generated: October 28, 2026

Dimethyl Sulfoxide → 2-Amino-5-bromo-4-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-methyl-3-nitrobenzonitrile

https://huagongshe.com/reaction/17552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactant(3S)-(-)-3-(Dimethylamino)pyrrolidineHCID 7019156—
Reactant2-Amino-5-bromo-4-fluoro-6-methyl-3-nitrobenzonitrileHCID 86097375—
SolventWaterHCID 962—
Product2-Amino-5-bromo-4-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-methyl-3-nitrobenzonitrileHCID 8663087497.5%

Reaction Steps

(3S)-3-(Dimethylamino)pyrrolidine (140 μl, 1.10 mmol) was added to a dimethyl sulfoxide (2 ml) solution of 2-amino-5-bromo-4-fluoro-6-methyl-3-nitrobenzonitrile (I-266) (274 mg, 1.00 mmol) and triethylamine (209 μl, 1.50 mmol), followed by stirring at room temperature for 30 minutes. The reaction liquid was poured into water, and the precipitated solid was collected by filtration, washed with water, and dried to obtain the entitled compound (359 mg, 97%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-3997e68c0e2946a1818e4ab2172121e9
Source noteuspto-grants-2010_06