HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Cyclopentanedione → 4-(4-Bromo-3-chlorophenyl)-1-methyl-1,2,4,6,7,8-hexahydrocyclopenta[b]pyrazolo[4,3-e]pyridine-3,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Cyclopentanedione | HCID 77466 | — |
| Reactant | 5-amino-1-methyl-2,3-dihydro-1H-pyrazol-3-one | HCID 252198 | — |
| Reactant | 4-Bromo-3-chlorobenzaldehyde | HCID 14049806 | — |
| Product | 4-(4-Bromo-3-chlorophenyl)-1-methyl-1,2,4,6,7,8-hexahydrocyclopenta[b]pyrazolo[4,3-e]pyridine-3,5-dione | HCID 10294056 | 67.6% |
Reaction Steps
5-Amino-1-methyl-1,2-dihydropyrazol-3-one (0.84 g, 0.75 mmol), 4-bromo-3-chlorobenzaldehyde (0.157 g, 0.75 mmol) from Example 40C, and 1,3-cyclopentanedione (0.074 g, 0.75 mmol) was processed as described in Example I to provide 0.20 g of the title compound. 1H NMR (DMSO-d6) δ 2.29 (t, 2H), 2.68 (m, 2H), 3.49 (s, 3H), 4.69 (s, 1H), 7.02 (dd, 1H), 7.33 (d, 1H), 7.6 (d, 1H), 9.55 (s, 1H), 10.41 (s,1H); MS (ESI−) m/z 394 (M−H)−;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780872B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-e09c8f34c0b947599191ea1d1e2ca73e |
| Source note | uspto-grants-2004_08 |