Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76194Generated: October 27, 2026

2-Chloro-5-iodopyrimidine → N-(1-(4-((2-(sec-Butylamino)pyrimidin-5-yl)ethynyl)phenyl)propan-2-yl)acetamide

https://huagongshe.com/reaction/76194

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-iodopyrimidineHCID 1714223—
ReactantN-(1-(4-ethynylphenyl)propan-2-yl)acetamideHCID 86669621—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventSec-ButylamineHCID 24874—
ProductN-(1-(4-((2-(sec-Butylamino)pyrimidin-5-yl)ethynyl)phenyl)propan-2-yl)acetamideHCID 66614337—

Reaction Steps

2.50 g (12.4 mmol) N-(1-(4-ethynylphenyl)propan-2-yl)acetamide (I58.3), 3.0 g (12.42 mmol) 2-chloro-5-iodopyrimidine and 872 mg (1.24 mmol) bis(triphenylphosphine)dichloropalladium in 10 mL water and 10 mL sec-butylamine are stirred at r.t. over night. The reaction mixture is diluted with water and extracted with DCM. The organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel, DCM/MeOH 98/2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-609f1d94c0cb4b319438f366e142855c
Source noteuspto-grants-2014_09