Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 86683655 | HCID 86683655 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67256841 | HCID 67256841 | 61% |
Reaction Steps
Tert-butyl (1-(4-(1-carbamoyl-8-phenyl-4H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutyl)carbamate (10 mg, 0.019 mmol) was dissolved in dichloromethane (0.5 ml); this solution was added to a scx-2 catch and release cartridge (1 g), precalibrated using methanol (15 ml) and dichloromethane (15 ml). After allowing to binding for 15 hours, the column was washed with methanol (6 ml) and then the product eluted with 7M ammonia in methanol (4 ml×2). The combined product fractions were concentrated to dryness under reduced pressure to give the desired product as a white solid (5 mg, 61% yield). LCMS (Method D) RT=0.695 min, M+1=440. 1H-NMR (500 MHz, CD3OD) δ 8.80 (1H, s), 7.27-7.24 (4H, bs), 7.22-7.17 (3H, m), 7.16-7.13 (2H, m), 5.57 (2H, s), 2.49-2.38 (2H, m), 2.19-2.10 (2H, m), 2.03-1.92 (1H, m), 1.71-1.60 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221838B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-235aa624f25844a6b6f1d61d0ae3860a |
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| Source note | uspto-grants-2015_12 |
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