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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068737Generated: November 4, 2026

Methyl chloroformate → 1,2-Dihydro-3-methyl-1-[4-(methoxycarbonylamino)butan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-one

https://huagongshe.com/reaction/1068737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
Reactant3-Methyl-1-[4-(amino)butan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-oneHCID 21190211—
SolventDichloromethaneHCID 6344—
Product1,2-Dihydro-3-methyl-1-[4-(methoxycarbonylamino)butan-1-yl]-1,4,7b-triazacyclopent[cd]inden-2-oneHCID 2119026578.9%

Reaction Steps

To a solution of 1.22 g (5.0 mmol) of 1-[4-(amino) butan-1-yl]-1,2-dihydro-3-methyl-1,4,7b-triazacyclopent[cd]inden-2-one and 1.1 ml (7.9 mmol) of triethylamine in 40 ml of methylene chloride was added, while stirring under ice-cooling, 0.50 ml (6.5 mmol) of methyl chlorocarbonate. The mixture was stirred for 0.5 hour at room temperature. The reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate, which was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was recrystallized from methylene chloride—methanol—ether to give 1.192 g of the desired compound (78.9%, colorless crystals), m.p.175-176° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06251905B1
Source datasetuspto-grants-2001_06
ORD IDord-f252ee77c06d4d0abbb7dc6f74c78f30
Source noteuspto-grants-2001_06