HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1S)-1-(4-Nitrophenyl)ethan-1-amine → N-(4-Carbamimidoyl-phenyl)-N'-[1-(4-nitro-phenyl)-ethyl]-2-phenyl-malonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1S)-1-(4-Nitrophenyl)ethan-1-amine | HCID 1268055 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | n-(4-Carbamimidoyl-phenyl)-2-phenyl-malonamic acid sodium salt | HCID 23700157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-Carbamimidoyl-phenyl)-N'-[1-(4-nitro-phenyl)-ethyl]-2-phenyl-malonamide | HCID 15907897 | — |
Reaction Steps
75 mg (0.235 mmol) of the sodium salt from example 2 were dissolved in 2.5 ml DMF. 85 mg (0.265 mmol) TOTU in 2.5 ml DMF were added and stirred for 30 min at rt. Then 34 μl (0.265 mmol) NEM and 53.7 mg (0.265 mmol) of (S)-1-(4-nitrophenyl)-ethylamine in 0.5 ml of DMF was added and the mixture stirred at rt overnight. After filtration, the filtrate was evaporated to dryness and purified by prep. RP-HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07153876B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-f65f81e630ba4ccd97685b5e2d118511 |
| Source note | uspto-grants-2006_12 |