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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586290Generated: October 29, 2026

2,4-Dichloropyrimidine → 2-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidine

https://huagongshe.com/reaction/586290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DichloropyrimidineHCID 77531—
Reactant2-Fluoro-5-nitrophenylboronic acid, pinacol esterHCID 3833297—
Product2-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidineHCID 22285326—

Reaction Steps

2,4-Dichloropyrimidine (2.0 g, 13 mmol) was coupled to 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (3.9 g, 15 mmol) using the method of Example 20. Purification by chromatography (silica gel, 20% isohexane/CH2Cl2) gave 2-chloro-4-(2-fluoro-5-nitrophenyl)-pyrimidine as a white solid: 1H NMR (400 MHz, CDCl3) δ 7.40 (1H, dd, J 10, 9 Hz), 7.85 (1H, dd, J 5, 2 Hz), 8.38-8.43 (1H, m), 8.77 (1H, d, J 6), 9.16 (1H, q, J 3 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936608B2
Source datasetuspto-grants-2005_08
ORD IDord-e92cbd0e880a435b812323d0b7254198
Source noteuspto-grants-2005_08