HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → Methyl 2-amino-5-(benzyloxy)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Methyl 5-(benzyloxy)-1-methyl-2-(methylsulfonyl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate | HCID 86710287 | — |
| Product | Methyl 2-amino-5-(benzyloxy)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate | HCID 86710288 | — |
Reaction Steps
In a round-bottomed flask, methyl 5-(benzyloxy)-1-methyl-2-(methylsulfonyl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate (3.65 g, 10.4 mmol) was combined with CH3CN (50 ml) to give a colorless solution. Gaseous ammonia was bubbled at 25° C. for 20 min. The crude material was purified by flash chromatography (silica gel, 30% to 50% EtOAc in hexanes) and then through a second column (5% MeOH/DCM) to give the title product as a white solid. LCMS: m/z=290 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921388B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-cbd73771b52f46128271b1096a89920f |
| Source note | uspto-grants-2014_12 |