HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenepropanoyl chloride → N-(4-oxo-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2-ylmethyl)-3-phenyl-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenepropanoyl chloride | HCID 64801 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 136366828 | HCID 136366828 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-oxo-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2-ylmethyl)-3-phenyl-propionamide | HCID 136367003 | 3.8% |
Reaction Steps
To a suspension of 2-aminomethyl-3H-pyrimido[4,5-d]pyrimidin-4-one (12 mg, 0.068 mmol) in THF (0.2 mL) and DIPEA (0.050 mL, 0.29 mmol) was added 3-phenyl-propionyl chloride (14 mg, 0.08 mmol) at ambient temperature. The reaction mixture was stirred one hour, evaporated and purified by column chromatography (silica gel, EtOAc/MeOH, 1/1) to yield N-(4-oxo-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2-ylmethyl)-3-phenyl-propionamide as a white solid (0.8 mg, 3.8%). MS (m/e): 310.3 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928106B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-2999932d95764f84bf0699b7ff2fd3c4 |
| Source note | uspto-grants-2011_04 |