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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1287570Generated: October 31, 2026

(-)-1-(N-methylanthraniloyl)-proline → 10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione

https://huagongshe.com/reaction/1287570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-1-(N-methylanthraniloyl)-prolineHCID 22791454—
SolventTetrahydrofuranHCID 8028—
Product10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dioneHCID 9859436—

Reaction Steps

A mixture of 24.8 g of (-)-1-(N-methylanthraniloyl)proline and 18.0 g. of N,N'-carbonyldiimidazole in 300 ml. of dry tetrahydrofuran is stirred for 2 hours at room temperature and then heated at reflux temperature for 3 hours. The reaction mixture is concentrated to remove the solvent and the residue is extracted into benzene. The benzene solution is washed twice with water and concentrated to recover the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03985732
Source datasetuspto-grants-1976_10
ORD IDord-ce533f0d972940e48f242933e93b775a
Source noteuspto-grants-1976_10