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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407445Generated: October 30, 2026

Potassium tert-butoxide → 2-Chloro-4-(4-cyclopropyl-3-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2-thia-3,6-diaza-naphthalen-8-yl)-benzonitrile

https://huagongshe.com/reaction/2407445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-((4-chloro-5-(3-chloro-4-cyanophenyl)pyridin-3-yl)(cyclopropyl)methyl)-N-methylmethanesulfonamideHCID 59578406—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-4-(4-cyclopropyl-3-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2-thia-3,6-diaza-naphthalen-8-yl)-benzonitrileHCID 49821055—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of N-((4-chloro-5-(3-chloro-4-cyanophenyl)pyridin-3-yl)(cyclopropyl)methyl)-N-methylmethanesulfonamide (51 mg, 0.124 mmol) in THF (10 mL) and DMSO (0.1 mL) was added 1M KOtBu in THF (0.37 mL, 0.37 mmol), and the mixture was heated to 65° C. for 10 min under microwave irradiation. The mixture was quenched with MeOH (2 mL) and concentrated. The residue was purified by Xbridge C18 eluting with 20-100% ACN-water to give 2-chloro-4-(4-cyclopropyl-3-methyl-2,2-dioxo-1,2,3,4-tetrahydro-2-thia-3,6-diaza-naphthalen-8-yl)-benzonitrile

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809545B2
Source datasetuspto-grants-2014_08
ORD IDord-1e932abe6c724c62b4a3a3382cefd68e
Source noteuspto-grants-2014_08