Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 58447008 | HCID 58447008 | — |
| Product | HCID 58447005 | HCID 58447005 | 45% |
Reaction Steps
A 100 mL round bottom flask was charged with 8-(4-(tert-butoxycarbonyl)piperazin-1-yl)-5-(thiophen-2-yl)imidazo[1,2-a]pyrazine-2-carboxylic acid (0.57 g, 1.3 mmol), diphenyl phosphoryl azide (0.68 g, 2.5 mmol), triethylamine (0.25 g, 2.5 mmol) and tert-butanol (20 mL). The mixture was stirred at 80° C. for 16 h. Reaction progress was monitored by LC-MS. Work-up: the solvent was evaporated. The residue was purified by flash column chromatography on silica gel with a 1:20 EtOAc/petroleum ether, to afford 0.30 g (45%) of the product. MS m/z: 501 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569300B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-1a0a5bbb8c834fe1a36ca99291cd0c86 |
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| Source note | uspto-grants-2013_10 |
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