HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 12988987, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-Methyl-L-proline | HCID 643474 | — |
| Reactant | HCID 9968260 | HCID 9968260 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 12988987 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06723733B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-ecdb1f1d766f413487cea84c9259b6b6 |
| Source note | uspto-grants-2004_04 |