HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Dibromopyridine → 5-Bromo-2-(3,4-dimethoxyphenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | Thiophene-3-boronic acid | HCID 581760 | — |
| Reactant | 3,4-Dimethoxyphenylboronic acid | HCID 2734702 | — |
| Reactant | ETHYL 8-(4-BROMOPHENYL)-8-OXOOCTANOATE | HCID 11024292 | — |
| Product | 5-Bromo-2-(3,4-dimethoxyphenyl)pyridine | HCID 13979741 | 78% |
Reaction Steps
Following the procedure described in Example 67, step 1, but substituting respectively 2,5-dibromopyridine for 49d and 3,4-dimethoxyphenyl boronic acid for 3-thiophene boronic acid, the title compound 147 was obtained in 78% Yield. 1H NMR (300 MHz, CDCl3): δ 8.65 (dd, J=2.4, 0.9 Hz, 1H), 7.77 (dd, J=8.4, 5.4 Hz, 1H), 7.60 (d, J=2.1 Hz, 1H), 7.53 (dd, J=8.4, 0.9 Hz, 1H), 7.73 (dd, J=8.4, 2.1 Hz, 1H), 6.89 (d, J=8.4 Hz, 1H), 3.95 (s, 3H), 3.90 (s, 3H). 13C NMR (75 MHz, CDCl3): δ 55.92, 55.93, 109.64, 111.01, 118.46, 119.25, 120.92, 131.05, 139.09, 149.28, 150.21, 150.3 6, 155.40.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288567B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-68a9a9d863344b34abf1f219897142bb |
| Source note | uspto-grants-2007_10 |