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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2188575Generated: October 31, 2026

Triethylamine → HCID 46927118, compound

https://huagongshe.com/reaction/2188575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 49763220HCID 49763220—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductHCID 46927118HCID 46927118—

Reaction Steps

A solution of N-({1-[4-(4-Iodo-pyrazol-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide (as prepared in Example 28, 120 mg, 0.20 mmol), TMS-acetylene (Fluka, 20 mg, 0.40 mmol), Pd(Cl2)dppf (Aldrich, 16 mg, 0.02 mmol), CuI (Aldrich, 3.8 mg, 0.02 mmol) and Et3N (56 uL, 0.40 mmol) in DMF (5 mL) was heated to 80° C. overnight. The reaction was purified column chromatography purification (0-100% ethyl acetate in hexanes with NH3 in MeOH) resulting in the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324186B2
Source datasetuspto-grants-2012_12
ORD IDord-20e360f02b71424890aa7add65dabb02
Source noteuspto-grants-2012_12