HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-bromo-N-cyclopropyl-4-Thiazolecarboxamide → N-cyclopropyl-2-(4-((S)-1-((S)-6-(2-hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)thiazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-bromo-N-cyclopropyl-4-Thiazolecarboxamide | HCID 15009547 | — |
| 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 | N-cyclopropyl-2-(4-((S)-1-((S)-6-(2-hydroxy-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)thiazole-4-carboxamide | HCID 58485288 | — |
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-N-cyclopropylthiazole-4-carboxamide following a procedure analogous to that described in Example 1 Step 2. LC-MS Method 2 tR=1.252 min, m/z=542.1; 1H NMR (CDCl3) 0.61 (m, 2H), 0.81 (m, 2H), 1.04 (s, 3H), 1.12 (s, 3H), 1.49 (d, 3H), 2.06-2.24 (m, 5H), 2.29-2.40 (m, 1H), 2.71-2.89 (m, 2H), 5.62 (m, 1H), 6.94-7.01 (m, 2H), 7.19-7.31 (m, 5H), 7.35 (s, 1H), 7.61 (m, 2H), 8.01 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569292B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e7492b5f699d4015a10104cdbf186bd6 |
| Source note | uspto-grants-2013_10 |