HuagongsheHuagongshe Chemistry Print Report · For research reference only
[2-(Trifluoromethyl)pyridin-3-yl]boronic acid → (R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(6-(trifluoromethyl)pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [2-(Trifluoromethyl)pyridin-3-yl]boronic acid | HCID 44717660 | — |
| Reactant | (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxy-propyl)-1,3-oxazinan-2-one | HCID 59532370 | — |
| Product | (R)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-3-((S)-1-(4-(6-(trifluoromethyl)pyridin-3-yl)phenyl)ethyl)-1,3-oxazinan-2-one | HCID 58109158 | — |
Reaction Steps
The title compound was prepared from (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-1,3-oxazinan-2-one and 2-trifluoromethylpyridine-3-boronic acid following a procedure analogous to that described in Example 64. LC-MS Method 3 tR=1.36 min, m/z=459.3; 1H NMR (CDCl3) 1.40 (m, 1H), 1.51 (m, 3H), 1.63 (m, 1H), 1.70-1.98 (m, 3H), 2.11-2.33 (m, 3H), 2.95 (m, 1H), 3.50-3.63 (m, 2H), 5.66 (m, 1H), 6.97 (m, 4H), 7.20 (m, 2H), 7.29 (m, 2H), 7.67 (m, 1H), 7.87-7.90 (m, 1H), 8.78 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575156B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-7c3a5aaac0c44b58afebb707d866b7a1 |
| Source note | uspto-grants-2013_11 |