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 66716184, 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 68092217 | HCID 68092217 | — |
| Product | HCID 66716184 | HCID 66716184 | 77.5% |
Reaction Steps
Following general procedure F, 1-{6-bromo-4-[3-(2-(dimethylamino)ethyl)phenylamino]quinolin-3-yl}ethanone (50 mg, 0.120 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (52 mg, 0.180 mmol) to afford the desired product (46 mg, 77%) as a yellow solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.31 (s, 1H), 8.20 (dd, J=8.8, 2.0 Hz, 1H), 8.00 (d, J=8.8 Hz, 1H), 7.72 (s, 1H), 7.70-7.56 (m, 2H), 7.51 (s, 1H), 7.40 (d, J=7.8 Hz, 1H), 7.10 (s, 2H), 3.40-3.30 (m, 2H), 3.21-3.11 (m, 2H), 2.94 (s, 6H), 2.82 (s, 3H); ESI MS m/z 494 [C27H25Cl2N3O2+H]+; HPLC 96.8% (AUC), tR=8.94 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120749B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-5cc0ddf7ab744bdca86e1e20612cfa07 |
| Source note | uspto-grants-2015_09 |