HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 23436208, compound → HCID 69892484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 23436208 | HCID 23436208 | — |
| Reactant | HCID 69893156 | HCID 69893156 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 69892484 | HCID 69892484 | 46.5% |
Reaction Steps
N-[4-iodo-2-(2-methylphenyl)benzoyl]methionine methyl ester (2.1 g, 4.34 mmol), 4-chloro-3-vinylpyridine (1.4 g, 10 mmol), and 1,1′-[bis(diphenylphosphino)ferrocene]dichloropalladium(II) (complex with methylene chloride 1:1, 177 mg, 0.22 mmol) were combined in NMP (9 mL) and TEA (3 mL) and heated at 100° C. for 5 hours. The mixture was concentrated and purified by flash chromatography (50% EtOAc in hexanes) to give 1.0 g of the title compound. MS m/e 495 (M+H)+. 1H NMR (CDCl3, 300 MHz) δ 1.61 (m, 2H), 1.90 (m, 2H), 2.15 (m, 6H), 3.69 (s, 3H), 4.65 (m, 1H), 5.95 (m, 1H), 7.3-7.5 (m, 9H), 7.69 (m, 1H), 8.05 (m, 1H), 8.45 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693123B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-81ef78f759524e508cc12a89f0e47ffd |
| Source note | uspto-grants-2004_02 |