Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86637514 | HCID 86637514 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86637516 | HCID 86637516 | 95.4% |
Reaction Steps
To a solution of 1.0 g (0.0028 mole) of 2-chloro-7,7-difluoro-9-(3-phenyl-propyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-281) in 20 mL of dimethylformamide was added 1.4 g (0.0042 mole) of cesium carbonate, followed by 0.53 mL (0.0084 mole) of iodomethane. After stirring four hours, the mixture filtered and then concentrated under reduced pressure. Ice water and dichloromethane were added. The mixture was extracted with dichloromethane twice. The combined organic layers were washed three times with sodium carbonate, three times with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 0.98 g of 2-chloro-7,7-difluoro-5-methyl-9-(3-phenyl-propyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-281) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003785B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-2afd98b485dc40b3af9bc1986b782378 |
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| Source note | uspto-grants-2011_08 |
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