HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Pyridinemethanamine → 2-(4-Tert-butyl-phenyl)-1-hydroxy-4-[(pyridin-4-ylmethyl)-amino]-1,2-dihydro-pyrrolo[3,4-c)pyridin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Pyridinemethanamine | HCID 77317 | — |
| Reactant | 2-(4-Tert-butyl-phenyl)-4-fluoro-1-hydroxy-1,2-dihydro-pyrrolo[3,4-c]pyridin-3-one | HCID 69031989 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | 2-(4-Tert-butyl-phenyl)-1-hydroxy-4-[(pyridin-4-ylmethyl)-amino]-1,2-dihydro-pyrrolo[3,4-c)pyridin-3-one | HCID 11474721 | — |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
A mixture of 2-(4-tert-butyl-phenyl)-4-fluoro-1-hydroxy-1,2-dihydro-pyrrolo[3,4-c]pyridin-3-one (0.11 g, 0.38 mmol, Step B) and 4-(aminomethyl)pyridine (0.070 mL, 0.68 mmol) in 0.70 mL of DIEA and 1.0 ml of BuOH was subjected to microwave heating at 170° C. for 17 min. The volatiles were removed under reduced pressure, and the residue was purified by flash column chromatography (0 to 5% of MeOH in CH2Cl2) to provide the titled compound as an off-white solid. MS (ES+): 389.1 (M+H)+. Calc'd for C23H24N4O2-388.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07320992B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-4be41bdf31d8443a85ee2a8e836b9f90 |
| Source note | uspto-grants-2008_01 |