HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66715989, compound → HCID 86692980, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66715989 | HCID 66715989 | — |
| Reactant | 2-Chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 66716079 | — |
| Product | HCID 86692980 | HCID 86692980 | 27% |
Reaction Steps
Following general procedure D, 1-(6-bromo-4-(4-(2-(dimethylamino)ethyl)phenyl amino)quinolin-3-yl)ethanone (76 mg, 0.18 mmol) was reacted with 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (76 mg, 0.28 mmol) to afford the desired product (23 mg, 27%) as a yellow-green solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.30 (s, 1H), 8.19 (dd, J=8.8, 2.0 Hz, 1H), 8.00 (d, J=8.8 Hz, 1H), 7.76 (d, J=2.1 Hz, 1H), 7.60 (d, J=8.3 Hz, 2H), 7.50 (d, J=8.3 Hz, 2H), 6.99-6.92 (m, 2H), 3.46-3.39 (m, 2H), 3.27-3.19 (m, 2H), 3.00 (s, 6H), 2.82 (s, 3H); ESI MS m/z 478 [C27H25ClFN3O2+H]+; HPLC 98.4% (AUC), tR=10.91 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-cf2b596f7ada4866b6a5034d6bdb45bf |
| Source note | uspto-grants-2015_09 |