HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734662Generated: October 31, 2026
1,2-Dichloroethane → HCID 11360518, compound
https://huagongshe.com/reaction/734662
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-Indazol-5-amine | HCID 88012 | — |
| Reactant | 4-(4-Fluorophenyl)-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylic acid | HCID 16099862 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11360518 | HCID 11360518 | 13.3% |
Reaction Steps
The product of step 2 (128 mg, 0.514 mmol, 1.00 equiv), 1H-indazol-5-amine (82.0 mg, 0.617 mmol, 1.20 equiv), EDC (118 mg, 0.617 mmol, 1.20 equiv), and DMAP (10 mg, catalytic) were suspended in 2.0 mL DMF. Et3N (0.086 mL, 1.35 mmol, 2.4 equiv) was added and the solution was heated to 80° C. for 2 hours. The reaction mixture was cooled to room temperature and diluted with EtOAc and 1N HCl. The phases were separated, and the organic phase was washed twice with 1N HCl, once with satd. NaHCO3, and once with satd. NaCl. The organic phase was dried over Na2SO4, filtered, and concentrated en vacuo. The residue was purified by flash chromatography (100% EtOAc) to provide 25.0 mg (13%) of the title compound as a white solid. MS (ES+) m/e 365 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592357B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-4b53950c12c1493583899061eaf6412d |
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| Source note | uspto-grants-2009_09 |
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