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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079906Generated: October 30, 2026

Hydrochloric Acid → HCID 67101076, compound

https://huagongshe.com/reaction/2079906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
ReactantTetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonateHCID 13961807—
Reactant4-(6-nitro-1H-indol-3-yl)-benzonitrileHCID 57442197—
ReactantHCID 67101262HCID 67101262—
SolventDimethylformamideHCID 6228—
ProductHCID 67101076HCID 67101076—

Reaction Conditions

Temperature60 °C

Reaction Steps

4-(1-(4-tetrahydropyranyl)-6-nitro-1H-indol-3-yl)-benzonitrile: Add Cs2CO3 (2.54 g, 7.8 mmol) to a mixture of 4-(6-nitro-1H-indol-3-yl)-benzonitrile (1.591 g, 6 mmol), 4-(4-methylphenylsulfonyloxy)tetrahydropyran (2 g, 7.8 mmol) in DMF (25 ml) and under N2 atmosphere; heat the resulting mixture to 60° C. for 14 hours. After cooling, the reaction is poured into ice/water (200 ml) and 5N HCl (6 ml), sonicated, and filtered with Et2O wash to give 1:1 mixture of the title compound:starting material as a brownish red solid (1.202 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932284B2
Source datasetuspto-grants-2011_04
ORD IDord-4ffb68218f3343cc9e174a24ec8da609
Source noteuspto-grants-2011_04