Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 8-Chlorotetrazolo[1,5-a]pyrazine | HCID 12693190 | — |
| Reactant | Tert-butyl azetidin-3-yl(methyl)carbamate hydrochloride | HCID 53486267 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58446991 | HCID 58446991 | 91% |
Reaction Steps
A 2 L round bottom flask was charged with 8-chlorotetrazolo[1,5-a]pyrazine (100 g, 0.64 mol), triethylamine (195 g, 1.93 mol) and ethanol (1 L). To the above was added tert-butyl azetidin-3-yl(methyl)carbamate hydrochloride (146 g, 0.66 mol) at 25° C. The resulting mixture was stirred at 25° C. for 1 h. Work-up: the resulting crystalline solid was collected by filtration, washed with ethanol (200 mL), and dried to afford 176 g (91%) of the product as a white solid. MS m/z: 306 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859550B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-14b6cb7c6e674fa8afd56dda90c822a2 |
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| Source note | uspto-grants-2014_10 |
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