HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-(Pyridin-2-yl)-5-(pyridin-3-yl)isoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 2-(5-Iodo-3-isoxazolyl)pyridine | HCID 11149943 | — |
| Product | 3-(Pyridin-2-yl)-5-(pyridin-3-yl)isoxazole | HCID 69002822 | — |
Reaction Steps
The titled compound was prepared as the bishydrochloride salt according to Method CC using 5-iodo-3-(pyridin-2-yl)isoxazole [prepared as described by Ku, Y.-Y.; Grieme, T.; Sharma, P.; Pu, Y.-M.; Raje, P.; Morton, H.; King, S. Org. Lett. 2001, 3, 4185-4187] (136 mg, 0.5 mmol) and pyridin-3-ylboronic acid (Aldrich, 92 mg, 0.750 mmol). 1H NMR (300 MHz, DMSO-d6) d ppm 7.52-7.64 (m, 1H), 7.75-7.83 (m, 1H), 7.86 (s, 1H), 8.03 (td, J=7.7, 1.6 Hz, 1H), 8.11 (dt, J=7.9, 1.2 Hz, 1 H), 8.58 (dt, J=8.0, 1.9 Hz, 1H), 8.75-8.79 (m, 1H), 8.81 (dd, J=5.2, 1.6 Hz, 1H), 9.32 (d, J=2.4 Hz, 1H) ppm; MS (DCI/NH3) m/z 224 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383658B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-4bc9e1cb41164c27a8e10fe48bb9fce5 |
| Source note | uspto-grants-2013_02 |