HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66715475, compound → HCID 66715360, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66715475 | HCID 66715475 | — |
| Reactant | 2-Chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 66716079 | — |
| Product | HCID 66715360 | HCID 66715360 | 72% |
Reaction Steps
Following general procedure D, (6-bromo-4-(3-((dimethylamino)methyl)phenylamino)quinoline-3-yl)(cyclopropyl)methanone (100 mg, 0.23 mmol) was reacted with 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (93 mg, 0.34 mmol) to afford the desired product (81 mg, 72%) as a yellow-green solid. 1H NMR (300 MHz, MeOD+TFA-d) δ 9.44 (s, 1H), 8.25 (dd, J=8.9, 1.9 Hz, 1H), 8.09-7.95 (m, 2H), 7.79-7.54 (m, 4H), 7.19 (dd, J=11.5, 2.3 Hz, 1H), 7.06 (s, 1H), 4.38 (s, 2H), 2.91-2.82 (m, 1H), 2.83 (s, 6H), 1.23-1.14 (m, 4H); ESI MS m/z 490 [C29H25ClFN3O2+H]+; HPLC 97.3% (AUC), tR=11.07 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-28bf8f1d41944b2b829207eed6221a71 |
| Source note | uspto-grants-2015_09 |