HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-bromo-N,N-dimethylpyridin-2-amine → (S)-3-((S)-1-(4-(6-(dimethylamino)pyridin-2-yl)phenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-bromo-N,N-dimethylpyridin-2-amine | HCID 14006062 | — |
| Reactant | (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one | HCID 59532385 | — |
| Product | (S)-3-((S)-1-(4-(6-(dimethylamino)pyridin-2-yl)phenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one | HCID 58485333 | — |
Reaction Steps
The title compound was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 2-bromo-6-(dimethylamino)pyridine following a procedure analogous to that described in Example 14. LC-MS Method 1 tR=1.39 min, m/z=474; 1H NMR (CD3OD) 0.96 (s, 3H), 1.26 (s, 3H), 1.58 (d, 3H), 2.18 (s, 2H), 2.28 (m, 1H), 2.50 (2H), 3.12 (m, 1H), 3.34 (s, 6H), 5.59 (q, 1H), 6.99 (d, 1H), 7.18 (3H), 7.25-7.40 (5H), 7.57 (d, 2H), 7.98 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569292B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-89a7f1d40eca48ec806fd9abae35a984 |
| Source note | uspto-grants-2013_10 |