Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 68299662 | HCID 68299662 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 86683655 | HCID 86683655 | 57.4% |
Reaction Steps
A suspension of ethyl 7-(4-(1-((tert-butoxycarbonyl)amino)cyclobutyl)phenyl)-8-phenyl-4H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazine-1-carboxylate (70 mg, 0.123 mmol) and ammonium chloride (10 mg, 0.19 mmol) in ammonium hydroxide (1 ml) was heated to 100° C. for 10 minutes under microwave irradiation. The resulting reaction mixture was concentrated to dryness under reduced pressure and purified by Biotage silica gel chromatography (gradient 0% to 10% ethyl acetate in cyclohexane) to give the title compound (38 mg, 13%). LCMS (Method D): RT=1.347 min, M+1=539. 1H-NMR (500 MHz, CD3OD) δ 9.10 (1H, s), 7.47-7.40 (1H, bs), 7.40-7.37 (2H, d), 7.32-7.27 (6H, m), 5.59 (2H, s), 2.59-2.39 (4H, m), 2.14-2.01 (1H, m), 1.88-1.76 (1H, m), 1.44-1.33 (9H, bs).
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-de90510074194f53badb6536329c2296 |
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| Source note | uspto-grants-2015_12 |
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