HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 44467388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-5-fluoropyrimidine | HCID 250705 | — |
| Reactant | 4-Piperidinemethanol | HCID 420771 | — |
| Reactant | 6-amino-3,4-dihydroquinolin-2(1H)-one | HCID 4912759 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 44467388 | HCID 44467388 | 25.9% |
Reaction Steps
A mixture of 2,4-dichloro-5-fluoropyrimidine (167 mg, 1.00 mmol), 4-piperidinemethanol (115 mg, 1.00 mmol) and DIEA (0.400 mL, 2.30 mmol) in CH3CN (4 mL) was stirred at room temperature for 2 h. It was concentrated in vacuo. The residue was dissolved in nBuOH (6 mL). 3 mL of the nBuOH solution was taken, to which 6-amino-3,4-dihydroquinolin-2(1H)-one (88 mg, 0.54 mmol) was added. The solution was stirred at 116° C. for 20 h. nBuOH was removed in vacuo. The residue was purified by HPLC to give the titled compound (52 mg). MS 372.3 (M+H); UV 208.8, 275.8 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258144B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-e9841fab61cb40ba837169cb7608449e |
| Source note | uspto-grants-2012_09 |