HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616044Generated: October 26, 2026
Sodium Carbonate → N-[6-(1-Methyl-1H-indol-5-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide
https://huagongshe.com/reaction/1616044
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Methyl-1H-indole-5-boronic acid | HCID 2759867 | — |
| Reactant | N-(6-Bromo-1H-indazol-4-yl)-2-pyridinecarboxamide | HCID 58255852 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | N-[6-(1-Methyl-1H-indol-5-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide | HCID 44540318 | 13.2% |
Reaction Steps
A mixture of N-(6-bromo-1H-indazol-4-yl)-2-pyridinecarboxamide (100 mg, 0.31 mmol), (1-methyl-1H-indol-5-yl)boronic acid (65 mg, 0.37 mmol, available from Apollo), Pd(dppf)Cl2 (10 mol %, 31 mg, 0.038 mmol), aqueous sodium carbonate solution (2M, 0.468 ml, 0.94 mmol) in dioxane/water 1:1 (3 ml) was heated at 150° C. for 30 mins under microwave irradiation. The reaction mixture was filtered through a silica cartridge eluting with MeOH. The solvent was removed in vacuo. The crude compound obtained was purified by HPLC using the following conditions to provide the title compound (15 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765743B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-5dcd2d51eecf4467bb48921b84e974d9 |
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| Source note | uspto-grants-2014_07 |
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