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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067867Generated: October 27, 2026

Sodium Iodide → [4-(5-Bromo-pyrimidin-2-ylamino)-phenyl]-methanol

https://huagongshe.com/reaction/2067867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant4-Aminobenzyl alcoholHCID 69331—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
SolventIsopropanolHCID 3776—
Product[4-(5-Bromo-pyrimidin-2-ylamino)-phenyl]-methanolHCID 57632949—

Reaction Conditions

Temperature200 °C

Reaction Steps

To a solution of 4-aminobenzyl alcohol 14 (8.12 mmol) and 5-bromo-2-chloro-pyrimidine 4 (9.74 mmol) in 2-propanol (20 mL) is added sodium iodide (8.12 mmol) and diisopropylethylamine (16.2 mmol). The reaction mixture is heated in the microwave oven at 200° C. for 15 min. Purification by silica gel chromatography with hexane:EtOAc=7:3 affords [4-(5-bromo-pyrimidin-2-ylamino)-phenyl]-methanol 15. 1H NMR (400 MHz, CDCl3) δ 8.36 (s, 2H), 7.49 (d, J=8.8 Hz, 2H), 7.28 (d, J=8.4 Hz, 2H) 7.07 (bs, 1H), 4.60 (s, 2H). MS (m/z) (M+1)+: 280.3, 282.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293757B2
Source datasetuspto-grants-2012_10
ORD IDord-6aa99d33cff6418eb15c6f311ae1bc2f
Source noteuspto-grants-2012_10