HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloroquinoline-3-carbaldehyde → 1-{4-[2-(2,4-Dichloro-quinoline-3yl)-7-methyl-3H-benzimidazole-5-yl]-piperazin-1-yl}-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloroquinoline-3-carbaldehyde | HCID 14920516 | — |
| Reactant | 1-[4-(3,4-Diamino-5-methyl-phenyl)-piperazin-1-yl]-ethanone | HCID 22021041 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-{4-[2-(2,4-Dichloro-quinoline-3yl)-7-methyl-3H-benzimidazole-5-yl]-piperazin-1-yl}-ethanone | HCID 21113128 | — |
Reaction Steps
A 3.6 mmol of 1-[4-(3,4-Diamino-5-methyl-phenyl)-piperazin-1-yl]-ethanone was taken in 40 mL of methanol, to which was added 0.921 gm (3.6 mmol) of the 2,4-Dichloro-quinoline-3-carboxaldehyde, and the mixture was stirred for 10 hrs at room temperature, solvent was evaporated to dryness, and the residue was chromatographed to provide the product. LRMS [M+H]+454; 1H NMR (400 MHz, CDCl3) δ 8.12 (d, 1H, J=7.6 Hz), 8.04 (d, 1H, J=8.4 Hz), 7.85 (dd, 1H, J=7.6, 8.4 Hz), 7.78 (dd, 1H, J=7.6, 8.4 Hz), 6.86 (brs, 1H), 6.83(brs, 1H), 3.76 (br, 2H), 3.62 (br, 2H), 3.15 (br, 2H), 3.01 (br, 2H), 2.66 (s, 3H), 2.22 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07232826B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-222f1b9120e943fcb8eca3408c63dc9d |
| Source note | uspto-grants-2007_06 |