HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-PHENYLPYRIMIDIN-2(1H)-ONE → HCID 58016539, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-PHENYLPYRIMIDIN-2(1H)-ONE | HCID 2818461 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58016539 | HCID 58016539 | — |
Reaction Steps
To a solution of 1-phenylpyrimidin-2(1H)-one (250 mg, 1.45 mmol) in dry THF (20 mL) was added a solution of NaBH4 (58 mg, 1.5 mmol) in 20 mL MeOH by dropwise at 0° C. The reaction mixture was stirred at rt for 1 h. The mixture was concentrated to remove DCM, the residue was purified by SFC to give 1-phenyl-3,4-dihydropyrimidin-2(1H)-one and Compound 365 (74.8 mg, 30% yield) as a white solid. 1H NMR (CDCl3, 400 MHz) δ 7.41-7.33 (m, 4H), 7.23-7.21 (m, 1H), 6.53 (brs, 1H), 6.14-6.11 (m, 1H), 4.88-4.84 (m, 1H), 4.32-4.31 (m, 2H). MS (ESI) m/z [M+H]+ 174.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359379B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-c81970a76160471ba74b363e2ea03d76 |
| Source note | uspto-grants-2016_06 |