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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438657Generated: October 31, 2026

Acetic Acid → N-{6-[3-(4-tert-Butyl-benzenesulfonylamino)-5-chloro-pyridine-2-carbonyl]-pyridin-2-yl}-acetamide

https://huagongshe.com/reaction/1438657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrimethylsilyl isocyanateHCID 70696—
ReactantN-[2-(6-amino-pyridine-2-carbonyl)-5-chloro-pyridin-3-yl]-4-tert-butyl-benzenesulfonamideHCID 57942125—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
ProductN-{6-[3-(4-tert-Butyl-benzenesulfonylamino)-5-chloro-pyridine-2-carbonyl]-pyridin-2-yl}-acetamideHCID 57942181—

Reaction Conditions

Temperature80 °C

Reaction Steps

N-[2-(6-Amino-pyridine-2-carbonyl)-5-chloro-pyridin-3-yl]-4-tert-butyl-benzenesulfonamide (26 mg, 0.05 mmol) in THF (2 mL) was treated with TMS-isocyanate (100 mg) and AcOH (0.5 mL), and then stirred at 80° C. for 2 h. The mixture was subsequently diluted with acetonitrile (1 mL) and purified via HPLC to afford the title compound: 1H NMR (400 MHz, CDCl3) δ 11.1 (s, 1 H), 8.48 (d, 1 H), 8.32 (d, 1 H), 8.24 (m, 2H), 7.86 (m, 3H), 7.55 (d, 2H), 5.30 (s, 2H), 4.75 (s, 2H), 1.22 (s, 9H); ESMS m/z (relative intensity): 488.1 (M+H)+ (100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622583B2
Source datasetuspto-grants-2009_11
ORD IDord-8973962b88404727b93af37edab43afb
Source noteuspto-grants-2009_11