HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → n-{2-[(5-Chloro(2-pyridyl))carbamoyl]phenyl}{4-[(2-imidazolin-2-ylamino)methyl]phenyl}carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1) | HCID 12221228 | — |
| Reactant | [4-(Aminomethyl)phenyl]-n-{2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}carboxamide | HCID 18727608 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | n-{2-[(5-Chloro(2-pyridyl))carbamoyl]phenyl}{4-[(2-imidazolin-2-ylamino)methyl]phenyl}carboxamide | HCID 18728105 | 15% |
Reaction Steps
A mixture of [4-(aminomethyl)phenyl]-N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}carboxamide (80 mg, 0.21 mmol), 2-methylthio-2-imidazoline hydriodide (77 mg, 0.315 mmol, 1.5 equiv.) and triethyl amine (0.5 mL) in 1 mL DMF was stirred at room temperature overnight, concentrated to dryness and HPLC (C18 reversed phase) eluting with 0.1% TFA in H2O/CH3CN gave N-{2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}{4-[(2-imidazolin-2-ylamino)methyl]phenyl}carboxamide (13.5 mg, 15%). MS found for C23H21ClN6O2 (M+H)+: 449
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108922B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-31a07917fbd74e279425e687028ad237 |
| Source note | uspto-grants-2015_08 |