Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Prolinol | HCID 90908 | — |
| Reactant | 9-chloro-2-(1-isopropyl-1H-1,2,4-triazol-5-yl)-5,6-dihydroimidazo[1,2-d]pyrido[3,4-f][1,4]oxazepine | HCID 58204520 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68313050 | HCID 68313050 | 58% |
Reaction Steps
A mixture of 12-chloro-4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6,13-triazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene from Example 135 (500 mg, 1.51 mmol) and pyrrolidin-2-yl-methanol (1.00 g, 9.89 mmol) was stirred at 160° C. for 4 hr. The resulting mixture was poured into water and extracted with ethyl acetate, washed with brine, dried over MgSO4, filtered, and evaporated to give the crude product, which was purified by reverse phase combiflash eluting with 0-50% gradient of CH3CN in 0.5% NH4HCO3 to give (1-{4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6,13-triazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaen-12-yl}pyrrolidin-2-yl)methanol as white solid (345 mg, 58% yield). LCMS (ESI) m/z: 396.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090628B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-8b642d8a3eba4376bb2fe2aa5b4596b7 |
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| Source note | uspto-grants-2015_07 |
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