HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloropyrimidine → 2-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | 2-Fluoro-5-nitrophenylboronic acid, pinacol ester | HCID 3833297 | — |
| Product | 2-Chloro-4-(2-fluoro-5-nitrophenyl)pyrimidine | HCID 22285326 | — |
Reaction Steps
2,4-Dichloropyrimidine (2.0 g, 13 mmol) was coupled to 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (3.9 g, 15 mmol) using the method of Example 20. Purification by chromatography (silica gel, 20% isohexane/CH2Cl2) gave 2-chloro-4-(2-fluoro-5-nitrophenyl)-pyrimidine as a white solid: 1H NMR (400 MHz, CDCl3) δ 7.40 (1H, dd, J 10, 9 Hz), 7.85 (1H, dd, J 5, 2 Hz), 8.38-8.43 (1H, m), 8.77 (1H, d, J 6), 9.16 (1H, q, J 3 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936608B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-e92cbd0e880a435b812323d0b7254198 |
| Source note | uspto-grants-2005_08 |