Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1,1-Dimethylethyl 4-(3-chloro-2-pyrazinyl)hexahydro-1H-1,4-diazepine-1-carboxylate | HCID 86591625 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69367896 | HCID 69367896 | — |
Reaction Steps
To a stirred mixture of tert-butyl 4-(3-chloropyrazin-2-yl)-1,4-diazepane-1-carboxylate (2.5 g, 8.0 mmol; from Step 1) in ethylene glycol (8 mL) and dioxane (25 mL), was added t-BuOK (0.99 g, 8.8 mmol). The mixture was heated at 90° C. with condenser, under N2, overnight. Water (10 mL) was added to the light brown mixture and extracted with dichloromethane (3×20 mL). The organic phase was dried over MgSO4. The solution was filtered and the solvent evaporated. The residue was purified by chromatography on silica gel using toluene/EtOAc (2:3) as eluent. 1H NMR analysis supports the stated structure. Yield: 1.66 g (61%). HPLC purity: 100%. MS m/z 339 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07244722B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-19d13c59aca0420ba63df62621e578ca |
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| Source note | uspto-grants-2007_07 |
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