HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Diiodopyrimidine → 3-(2-Iodopyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Diiodopyrimidine | HCID 11221242 | — |
| Reactant | 3-Bromo-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine | HCID 69559848 | — |
| Product | 3-(2-Iodopyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-alpha]pyrimidine | HCID 87889304 | 74.3% |
Reaction Steps
3-Bromo-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine (5.0 g, 13.5 mmol) and 2,4-diiodopyrimidine (prepared according to Leprete et al. in Tetrahedron, 2000, 56, 265-273) (5.6 g, 16.9 mmol) were reacted together as described in Example 39, Step 1. Purification by column chromatography on silica using 2.5% MeOH/CH2Cl2 gave 3-(2-iodopyrimidin-4-yl)-7-(1-methyl-1-triethylsilanyloxyethyl)imidazo[1,2-α]pyrimidine (4.97 g, 74%): 1H NMR (400 MHz, CDCl3) δ 9.95 (1H, d, J 7.3), 8.47 (1H, s), 8.35 (1H, d, J 5.4), 7.66 (1H, d, J 7.3), 7.59 (1H, d, J 5.4), 1.66 (6H, s), 1.00 (9H, t, J 8.0), 0.67 (6H, q, J 8.0).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030128B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-ad957fcfc5ff4131a5defd32ebabc932 |
| Source note | uspto-grants-2006_04 |