HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370996Generated: November 2, 2026
Sodium Bicarbonate → HCID 67109272, compound
https://huagongshe.com/reaction/2370996
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (3,5-Dimethyl-1,2-thiazol-4-yl)boronic acid | HCID 57416314 | — |
| Reactant | HCID 67109190 | HCID 67109190 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 67109272 | HCID 67109272 | 50.3% |
Reaction Steps
2-bromo-3-(4-methoxyphenyl)-1H-indole-1-carbonitrile (70.0 mg, 0.21 mmol), tetrakis(triphenylphosphine)palladium (24.7 mg, 0.21 mmol) and 3,5-dimethylisothiazol-4-ylboronic acid (102.3 mg, 0.43 mmol) were mixed in 3.5 ml DME and 0.86 ml sodium hydrogen carbonate (1 M) under nitrogen. The resulting mixture was heated at 120° C. for 20 min in microwave. The solvent was evaporated and the residue was dissolved in DCM. Filtering through a short plug of silica gave a crude product which was purified on silica (EtOAc/n-Heptane 1:4). 38.0 mg 2-(3,5-dimethylisothiazol-4-yl)-3-(4-methoxyphenyl)-1H-indole-1-carbonitrile was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710243B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-eb3647e48cb14f72a9b3b7e851370a4c |
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| Source note | uspto-grants-2014_04 |
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