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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206748Generated: November 1, 2026

Methyl iodide → HCID 71110548, compound

https://huagongshe.com/reaction/2206748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTrimethylsilyl triflateHCID 65367—
ReactantDiisopropylethylamineHCID 81531—
ReactantThioureaHCID 2723790—
ReactantHCID 71110611HCID 71110611—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71110548HCID 7111054830.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of compound 137 (200 mg, 0.35 mmol) and thiourea (53 mg, 0.70 mmol) in 1,4-dioxane (5.0 mL) was added TMSOTf (96 μL, 0.53 mmol) and the reaction mixture was heated to 80° C. for 3 h. The mixture was cooled to room temperature, and MeI (55 μL, 0.87 mmol) and DIPEA (0.30 mL, 1.75 mmol) were added thereto and the mixture was stirred for 3 h. The resulting mixture was diluted with EtOAc and washed with water. The organic layer was dried over dried over MgSO4, filtered, and concentrated in vacuo. The crude was purified by preparative HPLC (reverse phase) to provide the title compound (60 mg, 30%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371303B2
Source datasetuspto-grants-2016_06
ORD IDord-52d85cd3d6df4648b327fd31fa4775f4
Source noteuspto-grants-2016_06