HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-3-pyridinol → 2-Chloro-3-(1-Boc-2-(R)-azetidinylmethoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-3-pyridinol | HCID 81136 | — |
| Reactant | 3-Fluoro-5-hydroxypyridine | HCID 2762906 | — |
| Reactant | Boc-(S)-hydroxymethylazetidine | HCID 21345256 | — |
| Reactant | 5-(Benzyloxy)pyridin-3-amine | HCID 22989735 | — |
| Product | 2-Chloro-3-(1-Boc-2-(R)-azetidinylmethoxy)pyridine | HCID 21345165 | — |
Reaction Steps
The procedures of examples 10c and 10d were used, substituting Boc-(R)-hydroxymethylazetidine for the Boc-(S)-hydroxymethylazetidine used in step 10c, and 2-chloro-3-hydroxypyridine for 3-fluoro-5-hydroxypyridine in step 10d. The title compound was obtained as an oil (535 mg, 93%): 1H NMR (CDCl3, 300 MHz) δ1.40 (s, 9H), 2.40 (m, 2H), 3.90-4.00(m, 2H), 4.16 (m, 1H), 4.55 (m, 2H), 7.20 (m, 1H), 7.35 (m, 1H), 8.00 (m, 1H); MS (CI/NH3) m/z: 299 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06403575B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-aa7fcaa1f53b4a2486ba13b43861654d |
| Source note | uspto-grants-2002_06 |