HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 59258907, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 86619624 | HCID 86619624 | — |
| Product | HCID 59258907 | HCID 59258907 | 39.4% |
Reaction Steps
A solution of 4-cyclopentylamino-6-methyl-2-methylsulfanyl-pyrimidine-5-carbaldehyde (20.8 g, 0.083 mol), piperidine (8.2 mL) and AcOH (9.4 mL) in malonic acid diethyl ester (150 mL) was stirred at 130° C. for 72 hours. TLC (petroleum ether/EtOAc 4:1) indicated about half of the starting material was consumed. The reaction mixture was then concentrated in vacuo and the residue was purified by column chromatography (silica gel, petroleum ether/EtOAc 4:1) to yield the title compound (11.3 g, 39.4%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696213B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-8582671405664ea9ae0020caea490822 |
| Source note | uspto-grants-2010_04 |