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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895974Generated: October 31, 2026

N-Methylaniline → HCID 87551225, compound

https://huagongshe.com/reaction/1895974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylanilineHCID 7515—
ReactantTriphosgeneHCID 94429—
Reactant2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridineHCID 87550402—
SolventDichloromethaneHCID 6344—
ProductHCID 87551225HCID 87551225242.2%

Reaction Steps

To a solution of ditrichloromethyl carbonate (43.6 mg, 0.147 mmol) in CH2Cl2 (1 mL) stirred at r.t., was added dropwise a solution of N-methylaniline (48.2 μL, 0.445 mmol) and DEA (168 μL, 0.98 mmol) in 1.5 mL of CH2Cl2 over 30′. After 40 min., was added a solution of the Compound of Example 3 (94.4 mg, 0.445 mmol) and 168 μL of DEA in 2 mL di CH2Cl2. After 24 h, the reaction mixture was evaporated to dryness in vacuo, taken up with water and extracted with EtOAc. The residue from extraction was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with Petroleum Ether-EtOAc gradient from 4:6 to 2:8 to afford the title compound (123 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-7a9c6afb15854479a60f51ba3bd72ae4
Source noteuspto-grants-2013_08