HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872029Generated: October 31, 2026
Water → methyl 1-(3-methoxypropyl)-3-methyl-1H-indazol-6-carboxylate
https://huagongshe.com/reaction/872029
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | methyl 3-bromo-1-(3-methoxypropyl)-1H-indazole-6-carboxylate | HCID 59494402 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | methyl 1-(3-methoxypropyl)-3-methyl-1H-indazol-6-carboxylate | HCID 59494412 | 87.9% |
Reaction Steps
Trimethylboroxin (513 μL), potassium carbonate (1.27 g) and bis(diphenylphosphino)ferrocene dichloropalladium (224 mg) were added to a solution of methyl 3-bromo-1-(3-methoxypropyl)-1H-indazol-6-carboxylate (1.0 g) in 1,4-dioxane (15 ml) under argon atmosphere and the mixture was stirred at 110° C. for 6 hours. Water was added to the reaction mixture under ice-cooling and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=4/1 to 3/2) to give methyl 1-(3-methoxypropyl)-3-methyl-1H-indazol-6-carboxylate (705 mg) as a yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975252B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-330e90e5ba5c43a2944f43d17faa3171 |
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| Source note | uspto-grants-2015_03 |
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