HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57938719, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Methoxyoxan-4-one | HCID 23533610 | — |
| Reactant | HCID 59833547 | HCID 59833547 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57938719 | HCID 57938719 | — |
Reaction Steps
To a solution of (1R,3S)-3-isopropyl-3-(4-[6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-ylcarbonyl)cyclopentanamine (120 mg, 0.30 mmol), 3-methoxytetrahydro-4H-pyran-4-one (120 mg, 0. 90 mmol), and triethylamine (0.12 mL, 0.90 mmol) in methylene chloride (20 mL) was added sodium triacetoxyborohydride (0.19 g, 0.90 mmol). After being stirred at room temperature overnight, the reaction mixture was diluted with methylene chloride, washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography to provide the desired product as a mixture of four isomers. LCMS calculated for C24H37F3N5O3:(M+H) 500.3; found 500.3 for four isomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618970B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-440eff504814473f908aa24e1f3c9d09 |
| Source note | uspto-grants-2009_11 |