HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66715828, compound → HCID 66716260, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66715828 | HCID 66715828 | — |
| Reactant | 2-Chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 66716079 | — |
| Product | HCID 66716260 | HCID 66716260 | 92% |
Reaction Steps
Following general procedure F, {6-Bromo-4-[3-(2-(dimethylamino)ethyl)phenylamino]quinolin-3-yl}(cyclopropyl)methanone (54 mg, 0.123 mmol) was reacted with 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (50 mg, 0.185 mmol) to afford the desired product (57 mg, 92%) as a yellow solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.44 (s, 1H), 8.21 (dd, J=8.8, 1.9 Hz, 1H), 8.02 (d, J=8.8 Hz, 1H), 7.92 (s, 1H), 7.66-7.57 (m, 1H), 7.54 (d, J=7.7 Hz, 1H), 7.50 (s, 1H), 7.39 (dd, J=7.8, 2.2 Hz, 1H), 7.12 (d, J=11.5 Hz, 1H), 6.96 (s, 1H), 3.40-3.32 (m, 2H), 3.18-3.11 (m, 2H), 2.97-2.86 (m, 8H), 1.26-1.15 (m, 4H); ESI MS m/z 504 [C29H27ClFN3O2+H]+; HPLC 96.4% (AUC), tR=11.15 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-32a4ac0ee9c84a3792b873921b81876a |
| Source note | uspto-grants-2015_09 |