HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-[[4-(4-Chlorophenyl)-1-piperazinyl]methyl]-6-(trifluoromethyl)imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Piperazine, 1-(4-chlorophenyl)-, hydrochloride (1:2) | HCID 12212341 | — |
| Reactant | 2-(Chloromethyl)-6-(trifluoromethyl)imidazo[1,2-a]pyridine | HCID 14042779 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[[4-(4-Chlorophenyl)-1-piperazinyl]methyl]-6-(trifluoromethyl)imidazo[1,2-a]pyridine | HCID 19367105 | 41% |
Reaction Steps
Following the same general procedure as for Example 49, Step 2, and making non-critical variations, 2-(chloromethyl)-6-trifluoromethylimidazo[1,2-a]pyridine (Example 49, Step 1; 0.435 g), 1-(4-chlorophenyl)piperazine dihydrochloride (Aldrich; 0.550 g), diisopropylethylamine (Aldrich; 0.815 g), and THF (6 mL) give 0.30 g of 2-[[4-(4-chlorophenyl)-1-piperazinyl]methyl]-6-(trifluoromethyl)imidazo[1,2-a]pyridine after crystallization from ethyl acetate/hexane; mp 128-135° C.; MS m/z 394; IR (mineral oil) 1331, 1141, 1127, 1055, 1500, 830 cm-1. 1H NMR (CDCl3) δ 2.74, 3.20, 3.80, 6.83, 7.19, 7.31, 7.66, 7.68, 8.47.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06013654 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-e189167c413645a6809d5f7c990f23e3 |
| Source note | uspto-grants-2000_01 |