HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 66976947, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Reactant | 4-Fluoropiperidine-4-carboxylic acid--hydrogen chloride (1/1) | HCID 53393267 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66976947 | HCID 66976947 | 42% |
Reaction Steps
To a solution of 4-fluoropiperidine-4-carboxylate hydrochloride (0.70 g, 4.34 mmol) in EtOH (10.0 mL) was added DIPEA (1.92 mL, 10.86 mmol) at rt and the mixture stirred at rt for 10 min followed by addition of 5-bromo-2-chloropyrimidine (0.70 g, 3.62 mmol). The reaction was then heated up to 70° C. for 1 h. After completion of reaction (by TLC), solvent was evaporated and the crude residue purified over 100-200 M silica-gel using 3.0% EtOAc:hexane to obtain the desired product as a yellow solid (0.50 g, 42% yield). MS: 332.12 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181234B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-68c028a1ec804e348b127ea7b18de2f1 |
| Source note | uspto-grants-2015_11 |