HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenepropanoyl chloride → HCID 135899207, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Aminomethyl)-6-fluoropyrido[2,3-d]pyrimidin-4(3H)-one | HCID 136345828 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 135899207 | HCID 135899207 | 2% |
Reaction Steps
A solution of 2-aminomethyl-6-fluoro-3H-pyrido[2,3-d]pyrimidin-4-one (130 mg, 0.67 mmol) in THF (5 ml) was treated with DIPEA (173 mg, 1.34 mmol) and 3-phenyl-propionyl chloride (136 mg, 0.80 mmol) at 0° C. for 18 hours. The reaction mixture was diluted with EtOAc, washed with water and brine. The organic layers were dried over MgSO4, filtrated, evaporated and chromatographed (silica gel, EtOAc/heptane, 1/1) to yield N-(6-fluoro-4-oxo-3,4-dihydro-pyrido[2,3-d]pyrimidin-2-ylmethyl)-3-phenyl-propionamide (6 mg, 13 μmol; 2%) as yellow solid. MS (m/e): 327.3 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572801B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-f43bc49e602b4a64aa486b1deb31a991 |
| Source note | uspto-grants-2009_08 |