HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445539Generated: October 25, 2026
Hydrochloric Acid → (6-Bromo-3-nitro-quinolin-4-yl)-(1,3-dimethyl-1H-pyrazol-4-yl)-amine
https://huagongshe.com/reaction/445539
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pempidine | HCID 6603 | — |
| Reactant | 1,3-dimethyl-1H-pyrazol-4-amine | HCID 4431056 | — |
| Reactant | 6-Bromo-4-chloro-3-nitroquinoline | HCID 21984128 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | (6-Bromo-3-nitro-quinolin-4-yl)-(1,3-dimethyl-1H-pyrazol-4-yl)-amine | HCID 59619997 | — |
Reaction Steps
To a mixture of 6-bromo-4-chloro-3-nitro-quinoline (Stage A.4, 3.0 g, 20.43 mmol) and 4-amino-1,3-dimethylpyrazole.HCl (ChemCollect, Remscheid, Germany, 1.85 g, 12.53 mmol) in DMA (45 ml) was added 1,2,2,6,6-pentamethylpiperidine (6.67 ml, 36.5 mmol). The RM was stirred at 50° C. for 4.5 h. Then the RM was cooled down to rt and quenched with H2O. The suspension was filtered, the solid cake was washed with H2O and dried under vacuum, before being dissolved in EtOAc. The solution was washed with brine (2×), dried over Na2SO4, filtered and evaporated to dryness to give the title compound as an orange solid (HPLC tR 2.55 min (Method A); M+H=362; M−H=360 MS-ES)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476294B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-107e0d394ec241819ab4fdd628a3d338 |
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| Source note | uspto-grants-2013_07 |
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