HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930806Generated: October 29, 2026
Sodium hydride → 1-(4-chlorobenzyl)-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one
https://huagongshe.com/reaction/930806
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(Bromomethyl)-4-chlorobenzene | HCID 69329 | — |
| Reactant | 3,4-Difluorobenzyl alcohol | HCID 522833 | — |
| Reactant | 8-Chloro-3,4-dihydro-1H-pyrimido[1,6-A]pyrimidin-6(2H)-one | HCID 135741882 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-chlorobenzyl)-8-((3,4-difluorobenzyl)oxy)-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one | HCID 77107033 | 11.5% |
Reaction Steps
To a solution of 8-chloro-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one (50 mg, 0.27 mmol) and sodium hydride (23.70 mg, 0.59 mmol) in anhydrous N,N-dimethylformamide (3 mL) was added a solution of 1-(bromomethyl)-4-chlorobenzene (66.4 mg, 0.32 mmol) in anhydrous N,N-dimethylformamide (1 ml) at r.t, and then stirred for 1 h at 50° C. Then, a solution of (3,4-difluorophenyl) methanol (46.6 mg, 0.32 mmol) in N, N-dimethylformamide (1 ml) was added and stirred for 1 h at r.t. The reaction mixture was quenched by water. Purification via reverse phase column using acetonitrile/water as eluent afforded the title compound (13 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296755B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-6ad26c5925c8422cb6e215c8d8935e4b |
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| Source note | uspto-grants-2016_03 |
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