HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876893Generated: October 30, 2026
6-bromo-1H-indazol-3-amine → HCID 67387291, compound
https://huagongshe.com/reaction/876893
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 6-bromo-1H-indazol-3-amine | HCID 2786631 | — |
| Reactant | (3-Ethoxycarbonylphenyl)boronic acid | HCID 3249312 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67387291 | HCID 67387291 | 51.9% |
Reaction Steps
To a solution of 6-bromo-1H-indazol-3-amine (2.1 g, 10.0 mmol) in dioxane (100 mL) and sodium carbonate (1N, 40 mL) were added 3-(ethoxycarbonyl)phenylboronic acid (1.94 g, 10.0 mmol) and Pd(dppf)Cl2 (816 mg, 1.0 mmol). After the reaction was stirred at 100° C. for 4 hours and cooled to room temperature, the mixture was filtered through Celite and washed by ethyl acetate. The combined organic solution was washed by brine, dried with sodium sulfate and concentrated in vacuo. The crude residue was purified by flash chromatography with 50:1 (v/v) methylene chloride-methanol to afford the title product (1.46 g), MS m/z: 282.11 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987275B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-e79d222a62f6485ebfd8a9ffd77e7250 |
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| Source note | uspto-grants-2015_03 |
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