HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-Bromo-5-nitrobenzoate → Methyl (3'-chloro-2'-methoxy4-nitro-2-biphenylcarboxylate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-Bromo-5-nitrobenzoate | HCID 245494 | — |
| Reactant | 5-Chloro-2-methoxyphenylboronic acid | HCID 2735751 | — |
| Reactant | Methyl5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylate | HCID 10733357 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Methyl (3'-chloro-2'-methoxy4-nitro-2-biphenylcarboxylate) | HCID 54298406 | 35% |
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 (0.58 g, 2.2 mmol), (PPh3)4Pd (77 mg, 0.066 mmol), and 5-chloro-2-methoxyphenylboronic acid (0.54 g, 2.9 mmol) to afford 245 mg (35%) of methyl (3′-chloro-2′-methoxy-4-nitro-2-biphenylcarboxylate) as a clear oil. Data for methyl (3′-chloro-2′-methoxy-4-nitro-2-biphenylcarboxylate): 1H NMR (400 MHz, CDCl3) 8.79 (d, J=2.4, 1H), 8.40 (dd, J=8.4, 2.4, 1H), 7.57 (d, J=8.5, 1H), 7.45 (m, 1H), 715 (m, 2H), 3.75 (s, 3H), 3.47 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06448405B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-1a29066c7486496790d8ed1ae165c871 |
| Source note | uspto-grants-2002_09 |