HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-3-chloro-5-methylpyridine → Methyl 3-chloro-2'-{4-chloro-3-[(4-methoxybenzyl)oxy]phenyl}-5-methyl-2,3'-bipyridine-6'-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-3-chloro-5-methylpyridine | HCID 12630984 | — |
| Reactant | Methyl 6-[3-[(4-methoxybenzyl)oxy]-4-chlorophenyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylate | HCID 66841210 | — |
| Product | Methyl 3-chloro-2'-{4-chloro-3-[(4-methoxybenzyl)oxy]phenyl}-5-methyl-2,3'-bipyridine-6'-carboxylate | HCID 66840933 | 64% |
Reaction Steps
The Suzuki-Myaura coupling performed between 1 g (1.96 mmol) of methyl 6-[3-[(4-methoxybenzyl)oxy]-4-chlorophenyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylate and 526 mg (2.55 mmol) of 2-bromo-3-chloro-5-methylpyridine according to Example 1.6 gives 637 mg of methyl 3-chloro-2′-{4-chloro-3-[(4-methoxybenzyl)oxy]phenyl}-5-methyl-2,3′-bipyridine-6′-carboxylate in the form of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653276B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-0cc0f6ddfc9d46ff8af48455b7e503a2 |
| Source note | uspto-grants-2014_02 |