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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274768Generated: November 1, 2026

Water → tert-butyl 4-((4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/2274768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantTert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylateHCID 2765838—
Reactant6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indoleHCID 118060134—
SolventDimethylformamideHCID 6228—
Producttert-butyl 4-((4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazol-1-yl)methyl)piperidine-1-carboxylateHCID 11806032084.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole (Intermediate 5; 1.20 g; 3.52 mmol) and Cs2CO3 (2.26 g; 6.94 mmol) in DMF (20 mL) was added tert-butyl 4-((methylsulfonyloxy)methyl)piperidine-1-carboxylate (1.32 g; 4.50 mmol) under nitrogen. The reaction mixture was stirred at 90° C. for 2 hours, cooled to r.t., added to water (200 mL) with vigorous stirring. The resulting solid was collected by vacuum filtration to afford 1.60 g (84%) of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126984B2
Source datasetuspto-grants-2015_09
ORD IDord-901f4c1789c54782852b302e61a302b4
Source noteuspto-grants-2015_09