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 66715352, 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 66715383 | HCID 66715383 | — |
| Product | HCID 66715352 | HCID 66715352 | 55.1% |
Reaction Steps
Following general procedure D, (6-bromo-4-(4-(2-(dimethylamino)ethyl)phenyl amino)quinolin-3-yl)(cyclopropyl)methanone (100 mg, 0.23 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (98 mg, 0.34 mmol) to afford the desired product (66 mg, 55%) as a yellow solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.46 (s, 1H), 8.21 (dd, J=8.8, 1.9 Hz, 1H), 8.01 (d, J=8.8 Hz, 1H), 7.89 (s, 1H), 7.56 (d, J=8.4 Hz, 2H), 7.46 (d, J=8.4 Hz, 2H), 7.23 (s, 2H), 3.40 (m, 2H), 3.22 (m, 2H), 2.98 (s, 6H), 2.90 (m, 1H), 1.22 (m, 4H); ESI MS m/z 520 [C29H27Cl2N3O2+H]+; HPLC 97.6% (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-97a4cc6df4f1410c838312585412de64 |
| Source note | uspto-grants-2015_09 |