HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58307494, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 58307485 | HCID 58307485 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58307494 | HCID 58307494 | — |
Reaction Steps
To a mixture of 4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester (2.00 g, 8.36 mmol) and phosphoryl chloride (4.67 mL, 50.2 mmol), triethylamine (1.16 mL, 8.36 mmol) and methylene chloride (2 mL) were added and the mixture was stirred at r.t. overnight. It was concentrated in vacuo, poured into ice and carefully neutralised with sat.aq. K2CO3 solution. It was extracted with ethyl acetate (3×300 mL), the combined organic solution was washed with brine (20 mL), dried (MgSO4) and evaporated. The title compound was purified by flash chromatography, yield 0.6 g, 30%. LC-MS (m/z) 258.5 (MH+); tR=1.21 (method C).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207347B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-220a9814571146d4901f78c7345d066c |
| Source note | uspto-grants-2012_06 |