HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Benzyloxy)pyridin-2-ol → 1-(7-Azidoheptyl)-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-Azidoheptyl methanesulfonate | HCID 86675088 | — |
| Product | 1-(7-Azidoheptyl)-3-benzyloxypyridine-2-one | HCID 71138829 | 48% |
Reaction Steps
Reaction of 3-benzyloxypyridine-2-one (0.79 g, 3.38 mmol) and 156f (0.81 g, 4.05 mmol) within 16 h as described for synthesis of 157a gave compound 157f (0.55 g, 48%) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ 7.42 (dd, J=7.8, 1.0 Hz, 2H), 7.31 (m, 3H), 6.85 (dd, J=6.9, 1.7 Hz, 1H), 6.61 (dd, J=7.4, 1.7 Hz, 1H), 5.99 (m, 1H), 5.09 (s, 2H), 3.93 (m, 2H), 3.23 (t, J=6.9 Hz, 2H), 1.74 (m, 2H), 1.55 (m, 2H), 1.34 (m, 6H). 13C NMR (100 MHz, CDCl3) δ 158.32, 149.19, 136.63, 129.15, 128.74, 128.13, 127.52, 115.66, 104.69, 94.66, 70.96, 51.62, 50.03, 29.22, 28.98, 26.77, 26.72.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871728B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-40be95e4ea79408399bac7038c9e102a |
| Source note | uspto-grants-2014_10 |