HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-benzyl-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3,4-Difluorobenzyl alcohol | HCID 522833 | — |
| Reactant | 1-benzyl-8-chloro-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one | HCID 90303951 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-benzyl-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one | HCID 77107032 | 31.9% |
Reaction Steps
To a suspension of NaH (21.76 mg, 0.54 mmol) in N,N-dimethylformamide (DMF) (2 mL), 1-benzyl-8-chloro-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one (50 mg, 0.18 mmol) was added (3,4-difluorophenyl)methanol (0.026 mL, 0.22 mmol) at r.t., and stirred for 30 mins. The reaction mixture was quenched by water. Purification via reverse phase column (0.3% trifluoroacetate acid in acetonitrile/water) afforded the title compound (22 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296755B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-6373d8d5fc494091a9e3e1f1b827fc9d |
| Source note | uspto-grants-2016_03 |