HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → 4-(6-Amino-5-oxazolo[5,4-b]pyridin-2-yl-3-pyridyl)-2-methoxy-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 2734650 | — |
| Reactant | 3-Oxazolo[5,4-b]pyridin-2-yl-5-[1-(4-piperidyl)pyrazol-4-yl]pyridin-2-amine | HCID 57687113 | — |
| Product | 4-(6-Amino-5-oxazolo[5,4-b]pyridin-2-yl-3-pyridyl)-2-methoxy-phenol | HCID 67388664 | 101.6% |
Reaction Steps
Using the procedure described in the starting material portion of Example 41, 5-bromo-3-oxazolo[5,4-b]pyridin-2-yl-pyridin-2-amine (1 g, Example 9 starting material) and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (902 mg) were reacted to afford 4-(6-amino-5-oxazolo[5,4-b]pyridin-2-yl-3-pyridyl)-2-methoxy-phenol (940 mg) as a solid. NMR Spectrum: (DMSOd6) 3.89 (s, 3H), 6.87 (d, 1H), 7.11 (dd, 1H), 7.25 (d, 1H), 7.53 (dd, 1H), 7.74 (bs, 2H), 8.29 (dd, 1H), 8.39 (dd, 1H), 8.44 (d, 1H), 8.57 (d, 1H), 9.11 (bs, 1H); Mass spectrum: M+H+ 335.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017611B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-6b64f2279ff5457fa1997d4876fe7404 |
| Source note | uspto-grants-2011_09 |