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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529301Generated: November 3, 2026

Sodium Hydroxide → (R)-tert-butyl 3-(6-(5-(2,6-difluorophenyl)-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/1529301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(R)-tert-butyl 3-(6-(5-(2,6-difluorophenyl)-1-tosyl-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylateHCID 67958620—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(R)-tert-butyl 3-(6-(5-(2,6-difluorophenyl)-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylateHCID 67959782—

Reaction Conditions

Temperature100 °C

Reaction Steps

A glass microwave reaction vessel was charged with (R)-tert-butyl 3-(6-(5-(2,6-difluorophenyl)-1-tosyl-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylate (2.5 g, 3.78 mmol) and NaOH (1.513 mL, 7.57 mmol) in p-dioxane (12 mL). The reaction mixture was stirred and heated in a Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden) at 100° C. for 1 h, then the mixture was diluted with water, and extracted with DCM. The combined organic layers were dried, filtered and concentrated to give the crude (R)-tert-butyl 3-(6-(5-(2,6-difluorophenyl)-1H-indol-3-yl)pyrazin-2-yloxy)piperidine-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-57eba854f4264bdab17a9a6a677b2840
Source noteuspto-grants-2015_07