HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 25004257, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4(3H)-Pyrimidinone, 2-chloro-3-methyl-6-(4-pyridinyl)- | HCID 11276081 | — |
| Reactant | HCID 66771352 | HCID 66771352 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25004257 | HCID 25004257 | 75% |
Reaction Steps
A solution of (R)-benzylpyrrolidin-3-yl-amine dihydrochloride (3.0 g, 12 mmol), 2-chloro-3-methyl-6-(pyridin-4-yl)-3H-pyrimidin-4-one (2.6 g, 12 mmol), and triethylamine (6 g, 60 mmol) in tetrahydrofuran (40 ml) was stirred for 12 hours at 95° C. The solvent was evaporated off under reduced pressure and the residue was partitioned between water and dichloromethane. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent; ethyl acetate) to afford 2-((R)-3-benzylaminopyrrolidin-1-yl)-3-methyl-6-pyridin-4-yl-3H-pyrimidin-4-one (3.2 g, 75%) as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569294B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-06baec8081fd4ef19030d930792b15c0 |
| Source note | uspto-grants-2013_10 |