HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehyde → HCID 89814189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehyde | HCID 295769 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 1-(5-Amino-2-bromo-4-fluorophenyl)propan-2-one | HCID 89813891 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 89814189 | HCID 89814189 | 16.2% |
Reaction Steps
Treat a solution of 1-(5-amino-2-bromo-4-fluorophenyl)propan-2-one (5 g, 27.62 mmol) and 4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (4.67 g, 27.62 mmol) in EtOH (30 mL) with sodium ethoxide (3.76 g, 55.25 mmol) and stir at RT for 12 h. Concentrate the mixture to dryness, treat with water, extract with EtOAc (3×), wash the combined organics with brine, dry with Na2SO4, concentrate and purify by silica gel chromatography (EtOAc/Pet Ether, 1:4) to afford the title compound (1.7 g, 16% yield). MS (m/z): 379.1/381.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334267B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-a4a069c1044e4d92b8eea34500bf7c52 |
| Source note | uspto-grants-2016_05 |