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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985367Generated: October 29, 2026

Diisopropylamine → HCID 22506549, compound

https://huagongshe.com/reaction/985367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantBenzene, 1-iodo-4-(trifluoromethyl)-HCID 67993—
ReactantHCID 12137492HCID 12137492—
CatalystCopper iodideHCID 83717—
SolventEthyl acetate pentaneHCID 22335286—
ProductHCID 22506549HCID 2250654981%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-methyl-6-ethynyl-2-(1-methyl-3-trifluorome-thylpyrazol-5-yloxy)pyridine (1 g, 3.55 mmol) in diisopropylamine (20 ml) under a nitrogen atmosphere are added 4-trifluoromethyl-iodobenzene (1.11 g, 5 mmol), bistriphenylphosphine palladium dichloride (0.12 g, 0.177 mmol) and copper iodide (0.02, 0.1 mmol) and the mixture is heated at 70 ° C. for 30 min. After cooling, the reaction mixture is diluted with pentane : ethyl acetate 1:1 and the organic phase is washed with water, diluted hydrochloric acid and a saturated aqueous solution of sodium bicarbonate and dried. 81% of the product (1.1 g, mp. 86-87° C.) is obtained by flash chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06872690B2
Source datasetuspto-grants-2005_03
ORD IDord-697d1b9ca0c24b5b9eed2330877758c3
Source noteuspto-grants-2005_03