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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086016Generated: October 30, 2026

Hydrochloric Acid → HCID 12988987, compound

https://huagongshe.com/reaction/2086016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantN-Methyl-L-prolineHCID 643474—
ReactantHCID 9968260HCID 9968260—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 12988987HCID 12988987—

Reaction Steps

Prepared from to 3-[6(5H)Phenanthridinone]-carbonyl chloride 7 and (S)-methylproline in methylene chloride according to General Procedure A. The resulting 1-[(5,6-dihydro-6-oxo-3-phenanthridinyl)carbonyl]-proline methyl ester was hydrolyzed with 1N sodium hydroxide in dioxane. After neutralizing the mixture with HCl, the desired compound was collected as a white solid precipitate (60% yield), mp 250-253° C. 1H-NMR (400 MHz, DMSO-d6), 12.60 (bs, 1H), 11.79 (s, 1H), 8.55 9d, 1H, J=8 Hz), 8.47 (d, 1H, J=8 Hz), 8.34 (d, 1H, J=8 Hz), 7.90 (t, 1H, J=8 Hz), 7.70 (t, 1H, J=8Hz), 7.54 (s, 1H), 7.40 (d, 1H, J=8 Hz), 4.44 (m, 1H), 3.56 (m, 2H, 2.37 (m, 1H), 1.90 (m, 3H) Anal. (C19H16N2O2), C H N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06723733B2
Source datasetuspto-grants-2004_04
ORD IDord-ecdb1f1d766f413487cea84c9259b6b6
Source noteuspto-grants-2004_04