HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711447Generated: October 25, 2026
Water → Methyl 2-(1H-indazol-6-ylamino)-6-chloro-4-cyanonicotinate
https://huagongshe.com/reaction/711447
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1H-Indazol-6-amine | HCID 81423 | — |
| Reactant | Methyl 2,6-dichloro-4-cyanonicotinate | HCID 58317683 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 2-(1H-indazol-6-ylamino)-6-chloro-4-cyanonicotinate | HCID 58317650 | 38.5% |
Reaction Steps
A mixture of methyl 2,6-dichloro-4-cyanonicotinate (250 mg, 1.082 mmol), 1H-indazol-6-amine (173 mg, 1.299 mmol) and Et3N (0.226 mL, 1.623 mmol) in THF (10 mL) was stirred at 80° C. overnight. Water and EtOAc were added to the mixture. The organic phase was washed with H2O and brine, dried over MgSO4, and evaporated. The residue was purified by chromatography on SiO2(Hexane/EtOAc=5/1) to give the title compound as a yellow solid (120 mg, 38.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181255B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-68f3e4f9dee245788cf222a832b560db |
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| Source note | uspto-grants-2015_11 |
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