HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-((1H-imidazol-2-yl)methyl)-6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one → 2-(7-(4-(1-aminocyclobutyl)phenyl)-1-oxo-8-phenyl-1H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2(4H)-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-((1H-imidazol-2-yl)methyl)-6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one | HCID 53262054 | — |
| Reactant | HCID 123592920 | HCID 123592920 | — |
| Product | 2-(7-(4-(1-aminocyclobutyl)phenyl)-1-oxo-8-phenyl-1H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2(4H)-yl)acetonitrile | HCID 53262511 | 94.3% |
Reaction Steps
Following the procedure for 1-((1H-imidazol-2-yl)methyl)-6-(4-(1-aminocyclobutyl)phenyl)-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one, tert-butyl(1-(4-(2-(cyanomethyl)-1-oxo-8-phenyl-2,4-dihydro-1H-pyrido[2,3-b][1,2,4]triazolo[4,3-d][1,4]oxazin-7-yl)phenyl)cyclobutyl)carbamate (45 mg, 0.08 mmol) was reacted to afford the title compound (34 mg, 61%). LCMS (Method D): RT=0.777 min, M-NH2=434. 1H NMR (500 MHz, MeOD): 8.54 (1H, s), 7.45 (2H, d), 7.41 (2H, d), 7.33-7.31 (3H, m), 7.24-7.23 (m, 2H), 5.47 (2H, s), 5.01 (2H, s), 2.78-2.72 (m, 2H), 2.59-2.53 (m, 2H), 2.25-2.18 (m, 1H), 1.99-1.91 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221838B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-feb34c669070439a819a87b2b4c3d38f |
| Source note | uspto-grants-2015_12 |