HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Benzyloxy)pyridin-2-ol → (3-Azidopropyl)-3-benzyloxypyridine-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Benzyloxy)pyridin-2-ol | HCID 15666452 | — |
| Reactant | 1-(2-Azidoethyl)-3-methoxypyridine-2-one | HCID 86675087 | — |
| Reactant | 2-Azidopropyl methanesulfonate | HCID 89306959 | — |
| Product | (3-Azidopropyl)-3-benzyloxypyridine-2-one | HCID 71139397 | 53% |
Reaction Steps
Reaction of 3-benzyloxypyridine-2-one (0.40 g, 1.99 mmol) and 156b (0.53 g, 2.98 mmol) within 16 h as described for synthesis of 157a gave compound 157b (0.30 g, 53%) as a colorless oil. 1H NMR (300 MHz, CDCl3) 7.28 (m, 5H), 6.84 (dd, J=6.9, 1.6 Hz, 1H), 6.60 (dd, J=7.4, 1.5 Hz, 1H), 5.98 (t, J=7.1 Hz, 1H), 3.97 (t, J=6.8 Hz, 2H), 3.28 (t, J=6.5 Hz, 2H), 1.98 (p, J=6.7 Hz, 2H). 13C NMR (75 MHz, CDCl3) δ 157.78, 148.65, 135.93, 128.85, 128.24, 127.69, 127.03, 115.16, 104.53, 70.39, 48.14, 47.06, 27.66. HRMS (EI) calcd for C15H16N4O2 [M]+ 284.1273. found 284.1271.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871728B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-1ace30851ee44ff2a3559f8754f8aa89 |
| Source note | uspto-grants-2014_10 |