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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357545Generated: November 1, 2026

Water → HCID 18186505, compound

https://huagongshe.com/reaction/1357545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantStyreneHCID 7501—
ReactantTriethylamineHCID 8471—
ReactantHCID 18186468HCID 18186468—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductHCID 18186505HCID 1818650513%

Reaction Steps

A solution of 4-anilino-2-chloro-5-iodopyrimidine (Method 59, 331 mg, 1 mmol), styrene (130 mg, 1.2 mmol), triethylamine (0.5 ml) and palladium acetate (20 mg) in acetonitrile (10 ml) was heated at 80° C. for 20 hours. The solution was poured into water (100 ml) and the mixture was extracted with ethyl acetate (2×50 ml). The extracts were washed with water (2×50 ml) and saturated sodium chloride (50 ml) and dried. Volatile material was removed by evaporation and the residue was purified by bond elute chromatography, eluting with 10% ethyl acetate in isohexane, to give the product (40 mg). NMR (CDCl3): 6.8 (d, 1H), 7.0 (d, 2H), 7.15 (t, 1H), 7.3-7.45 (m, 5H), 7.5 (d, 2H), 7.6 (d, 2H), 8.2 (s, 1H); MS (MH+): 308, 310.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593326B1
Source datasetuspto-grants-2003_07
ORD IDord-f4637199469640b28ebacbe57f5e69d5
Source noteuspto-grants-2003_07