HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 68091984, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 66715127 | — |
| Reactant | HCID 66715828 | HCID 66715828 | — |
| Product | HCID 68091984 | HCID 68091984 | 71.3% |
Reaction Steps
Following general procedure F, {6-Bromo-4-[3-(2-(dimethylamino)ethyl)phenylamino]quinolin-3-yl}(cyclopropyl)methanone (58 mg, 0.132 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (57 mg, 0.198 mmol) to afford the desired product (49 mg, 71%) as a yellow solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.46 (s, 1H), 8.22 (dd, J=8.7, 2.0 Hz, 1H), 8.02 (d, J=8.7 Hz, 1H), 7.89 (s, 1H), 7.67-7.59 (m, 1H), 7.56 (d, J=7.7 Hz, 1H), 7.8 (s, 1H), 7.39 (d, J=7.7 Hz, 1H), 7.20 (s, 2H), 3.40-3.34 (m, 2H), 3.19-3.12 (m, 2H), 2.98-2.85 (s, 8H), 1.27-1.16 (m, 4H); ESI MS m/z 520 [C29H27Cl2N3O2+H]+; HPLC 95.9% (AUC), tR=11.40 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-58ed1c8578304ad2bf200948761f429e |
| Source note | uspto-grants-2015_09 |