Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045770Generated: November 1, 2026

Tetrahydrofuran → 4-Amino-5-bromo-2-chloropyrimidine

https://huagongshe.com/reaction/1045770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium HydroxideHCID 14923—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
SolventWaterHCID 962—
Product4-Amino-5-bromo-2-chloropyrimidineHCID 2763293—

Reaction Steps

A 100 mL round bottom flask was charged with 5-bromo-2,4-dichloropyrimidine (10.0 g, 44 mmol), concentrated ammonium hydroxide (100 mL) and THF (150 mL). The resulting mixture was magnetically stirred at room temperature for 12 h. Work-up: the reaction mixture was diluted with water (100 mL) and then extracted with EtOAc (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel to afford 11 g (quantitative) of the product as a white solid. MS m/z: 208 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569300B2
Source datasetuspto-grants-2013_10
ORD IDord-7023e8b791134b458a6dfdf31171833c
Source noteuspto-grants-2013_10