HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-Bromo-5-nitrobenzoate → Methyl 2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-Bromo-5-nitrobenzoate | HCID 245494 | — |
| Reactant | (2-Methoxy-5-methylphenyl)boronic acid | HCID 2773485 | — |
| Reactant | Methyl5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylate | HCID 10733357 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Methyl 2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylate | HCID 23433460 | 98% |
Reaction Steps
This compound was prepared in a manner similar to that of methyl 5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylate (EXAMPLE 107) from methyl 2-bromo-5-nitrobenzoate (1.80 g, 6.92 mmol), (PPh3)4Pd (0.33 g, 0.28 mmol), and 2-methoxy-5-methylphenylboronic acid (1.58 g, 9.51 mmol) to afford 2.03 g (98%) of methyl 2'-methoxy-5'methyl-4-nitro-2-biphenylcarboxylate as a white solid. Data for methyl (2'-methoxy-5'-methyl-4-nitro-2-biphenylcarboxylate): 1H NMR (400 MHz, CDCl3) 8.69 (d, J=2.5, 1H), 8.36 (dd, J=8.4, 2.5, 1H), 7.51 (d, J=8.5, 1H), 7.20 (m, 1H), 7.07 (d, J=2.1, 1H), 6.81 (d, J=8.4, 1H), 3.75 (s, 3H), 3.69 (s, 3H), 2.35 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05994544 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-5375344c3438421189c9f615561805f8 |
| Source note | uspto-grants-1999_11 |