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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424922Generated: October 30, 2026

Propyl mercaptan → 6-chloro-N-cyclohexyl-5-fluoro-2-(propylthio)nicotinamide

https://huagongshe.com/reaction/2424922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropyl mercaptanHCID 7848—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant2,6-dichloro-N-cyclohexyl-5-fluoronicotinamideHCID 59830771—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-N-cyclohexyl-5-fluoro-2-(propylthio)nicotinamideHCID 59830657—

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of sodium bis(trimethylsilyl)amide (8.24 mL, 8.24 mmol) in THF (1M) was added to a stirred solution of 1-propanethiol (0.622 mL, 6.87 mmol) in DMF (30 mL) at 5° C., over a period of 3 minutes under air. The resulting suspension was stirred at 20° C. for 15 minutes. 2,6-dichloro-N-cyclohexyl-5-fluoronicotinamide (2.0 g, 6.87 mmol) in DMF (10 mL) was added at room temperature.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964618B2
Source datasetuspto-grants-2011_06
ORD IDord-d66198d4be61478197809bb99f111c51
Source noteuspto-grants-2011_06