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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268206Generated: November 2, 2026

Methylamine → HCID 18542698, compound

https://huagongshe.com/reaction/1268206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
ReactantIsobutyl chloroformateHCID 62365—
ReactantHCID 22181141HCID 22181141—
SolventDichloromethaneHCID 6344—
ProductHCID 18542698HCID 18542698—

Reaction Steps

To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-carboxynitrobenzene (3.3 g) in dichloromethane (50 ml) were added isobutyl chloroformate (1.4 ml) and triethylamine (1.4 ml) in an ice bath and the mixture was stirred at the same temperature for 0.5 hours. To the reaction mixture was added 40% aqueous methylamine (1.1 ml) and the resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using dichloromethane/methanol=19/1 as an eluant to give the desired compound (3.5 g, yield quantitative) as a yellow amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555556B1
Source datasetuspto-grants-2003_04
ORD IDord-f93964506ef746989c479529f50ebc93
Source noteuspto-grants-2003_04