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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926071Generated: October 30, 2026

Sodium Bicarbonate → tert-butyl (2-[4-({3-chloro-4-[3-(trifluoromethoxy)phenoxy]phenyl}amino)-5H-pyrrolo[3,2-d]pyrimidin-5-yl]ethyl)carbamate

https://huagongshe.com/reaction/1926071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-Chloro-4-[3-(trifluoromethoxy)phenoxy]anilineHCID 23158987—
Reactanttert-butyl 2-(4-chloro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)ethylcarbamateHCID 56851233—
SolventIsopropanolHCID 3776—
Producttert-butyl (2-[4-({3-chloro-4-[3-(trifluoromethoxy)phenoxy]phenyl}amino)-5H-pyrrolo[3,2-d]pyrimidin-5-yl]ethyl)carbamateHCID 8661576991%

Reaction Steps

A solution of tert-butyl [2-(4-chloro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)ethyl]carbamate (100 mg), 3-chloro-4-[3-(trifluoromethoxy)phenoxy]aniline (153 mg) in isopropyl alcohol (1.5 mL) was stirred at 80° C. for 12 hrs. Aqueous sodium hydrogen carbonate was added to the reaction system and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=11:1→ethyl acetate) to give the title compound (173 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-3a55f8a88f64405b85d767fa06e62749
Source noteuspto-grants-2012_05