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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160395Generated: November 3, 2026

Methyl iodide → 1,1-Dimethylethyl (3S)-3-[(3-chloro-4-cyanophenyl)amino]-4-{methyl[(2-nitrophenyl)sulfonyl]amino}butanoate

https://huagongshe.com/reaction/1160395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant1,1-Dimethylethyl (3S)-3-[(3-chloro-4-cyanophenyl)amino]-4-{[(2-nitrophenyl)sulfonyl]amino}butanoateHCID 59516175—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1,1-Dimethylethyl (3S)-3-[(3-chloro-4-cyanophenyl)amino]-4-{methyl[(2-nitrophenyl)sulfonyl]amino}butanoateHCID 59516188—

Reaction Steps

A mixture of the crude 1,1-dimethylethyl (3S)-3-[(3-chloro-4-cyanophenyl)amino]-4-{[(2-nitrophenyl)sulfonyl]amino}butanoate from the previous step, MeI (18.2 g, 128 mmol) and K2CO3 (325 mesh, 17.7 g, 128 mmol) in DMF (100 mL) was stirred at room temperature for 70 min. The reaction was diluted with H2O (200 mL) and extracted with Et2O (3×). The organic extracts were washed with H2O (2×), dried over CaCl2, filtered, and concentrated. The crude product was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816395B2
Source datasetuspto-grants-2010_10
ORD IDord-9cacca6604434acdab997d8ecce2f2cf
Source noteuspto-grants-2010_10