Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82103Generated: October 28, 2026

Tetrabutylammonium Fluoride → 2-(4-Chloro-phenyl)-N-{5-[7-(3-hydroxymethyl-oxetan-3-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-pyridin-3-yl}-acetamide

https://huagongshe.com/reaction/82103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 178455450HCID 178455450—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Chloro-phenyl)-N-{5-[7-(3-hydroxymethyl-oxetan-3-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-pyridin-3-yl}-acetamideHCID 70817661—

Reaction Steps

N-(5-{7-[3-(tert-Butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl}-pyridin-3-yl)-2-(4-chloro-phenyl)-acetamide (Preparation 203 mg, 0.059 mmol) was dissolved in dry THF (0.5 mL) and tetrabutylammonium fluoride (0.065 mL of a 1M solution in THF, 0.065 mmol.) was added. The reaction was stirred for 30 min at room temperature. The mixture was partitioned between water and EtOAc. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic layers were concentrated and purified by preparative HPLC to give the title compound in quantitative yield 28 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-8a809d00eb364fd0bbaf1e0b0e3c48ca
Source noteuspto-grants-2014_09