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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399996Generated: October 29, 2026

5-Bromo-2-iodopyrimidine → HCID 86696907, compound

https://huagongshe.com/reaction/1399996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-iodopyrimidineHCID 7006651—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 86696907HCID 86696907—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-bromo-2-iodo-pyrimidine (250 mg; 0.88 mmol) and 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (196 mg, 0.92 mmol) were dissolved in 1,4-dioxane-H2O (10:1; 10 mL) and degassed with a stream of N2 for 10 min. Pd(Ph3)2Cl2 (30 mg, 0.04 mmol) was introduced and the reaction sealed and heated in a microwave reactor for 30 min at 80° C. The reaction was concentrated in vacuo, re-dissolved in DCM, filtered and purified over silica (gradient elution, 0-50% EtOAc-n-heptane) yielding i (105 mg, 50%). MS: 241.1 & 243.0; 1:1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906902B2
Source datasetuspto-grants-2014_12
ORD IDord-d00ddccfe3d54a7a9f9e4a71596ebeaa
Source noteuspto-grants-2014_12