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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183956Generated: October 25, 2026

Imidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)- → 2-[2-Fluoro-5-(7-trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)phenyl]nicotinonitrile

https://huagongshe.com/reaction/2183956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazo[1,2-a]pyrimidine, 3-(tributylstannyl)-7-(trifluoromethyl)-HCID 11294484—
Reactant2-(5-Bromo-2-fluorophenyl)nicotinonitrileHCID 22285297—
Product2-[2-Fluoro-5-(7-trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)phenyl]nicotinonitrileHCID 10221544—

Reaction Steps

2-(5-Bromo-2-fluorophenyl)nicotinonitrile (214 mg, 0.8 mmol) was coupled to 3-tributylstannyl-7-trifluoromethylimidazo[1,2-α]pyrimidine (1.1 mmol) by the method of Example 32. Purification by chromatography on silica gel eluting with dichloromethane containing 1% methanol, then crystallisation from toluene, gave 2-[2-fluoro-5-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)phenyl]nicotinonitrile as a yellow solid: δH (400 MHz, CDCl3) 8.95 (1H, dd, J 5 and 2), 8.91 (1H, d, J 7), 8.17 (1H, dd, J 8 and 2), 8.13 (1H, s), 7.80 (1H, dd, J 7 and 2), 7.69-7.73 (1H, m), 7.46-7.55 (2H, m), 7.29 (1H, d, J 7); m/z (ES+) 383 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900215B2
Source datasetuspto-grants-2005_05
ORD IDord-213cbdc0c7604588bdf907bc16cf415b
Source noteuspto-grants-2005_05