Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448559Generated: October 27, 2026

5-Bromoindoline → 4-[6-(5-Bromo-2,3-dihydro-indol-1-yl)-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/448559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-BromoindolineHCID 3411566—
Reactanttert-Butyl 4-[(6-chloropyrimidin-4-yl)oxy]piperidine-1-carboxylateHCID 21906116—
ReactantPotassium tert-butoxideHCID 23665647—
Solvent1,4-DioxaneHCID 31275—
Product4-[6-(5-Bromo-2,3-dihydro-indol-1-yl)-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid tert-butyl esterHCID 66894195—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Bromoindoline (60 mg, 0.3 mmol) and potassium tert-butoxide (0.1 g, 3 eq) were stirred for 5 minutes in dioxane (1 mL). 3a (0.1 g, 1.05 eq) was added and the mixture was stirred at 80° C. for 72 h. The solvent was removed under vacuum and the residue was dissolved in THF and purified by preparative HPLC to give 3b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481731B2
Source datasetuspto-grants-2013_07
ORD IDord-07e99a8729f849cca13a40a5dd12ace7
Source noteuspto-grants-2013_07