Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-Chloro-3-(piperazin-1-yl)pyrazine | HCID 14086438 | — |
| Reactant | HCID 22036415 | HCID 22036415 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22036358 | HCID 22036358 | 81% |
Reaction Steps
The product obtained in Step 1 above (0.200 g, 1 .13 mmol) and dioxane (4 mL) was placed in a reaction tube and NaH (60% in oil; 0.060 g, 1.50 mmol) was added. When the gas evolution had ceased, 2-chloro-3-(1-piperazinyl)pyrazine (0.228 g, 1.15 mmol. from Example 90, Step 1) was added and the tube sealed. The mixture was stirred at 100° C. for 3 h. After cooling, the reaction mixture was poured into water and extracted with EtOAc. The organic layer was extracted with 0.5 M aqueous HCl. The pH of the aqueous phase was adjusted to pH 11 with NaOH and extracted with EtOAc. The organic layer was dried (MgSO4) and concentrated to give 0.31 g (81%) of the title product. Pos-EI-MS shows M+ and 9 ions supporting the stated structure HRMS m/z calcd for C18H21N5O2 (M)+ 339.1695, found 339 1696.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07534794B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-4c3e993509b4410595d71983cd8829ca |
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| Source note | uspto-grants-2009_05 |
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