HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 89524439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1-Phenethylamine, (+)- | HCID 643189 | — |
| Reactant | HCID 89526503 | HCID 89526503 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89524439 | HCID 89524439 | 88% |
Reaction Steps
3-bromo-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-amine (Intermediate 9a, 500 mg, 1.098 mmol), CDI (356 mg, 2.196 mmol), imidazole (150 mg, 2.196 mmol) and DCM (11 mL) were charged in a flask. The mixture was stirred at room temperature for 16 h and then treated with (R)-1-phenylethanamine (272 mg, 2.245 mmol). The mixture was stirred at room temperature for 1 h and then purified by chromatography on silica gel (EtOAc in hexane, 0-40%, 25 CV) to afford (R)-1-(3-bromo-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (582 mg, 0.966 mmol, 88%) as a white solid. MS ESI calcd. For C34H29BrN5O [M+H]+ 602, found 602.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023865B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-9f9e83b3e9444deb81271db4cf5acf13 |
| Source note | uspto-grants-2015_05 |