HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088971Generated: October 30, 2026
1-(Trimethylsilyl)prop-1-yne → 5-Bromo-3,4-dimethyl-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine
https://huagongshe.com/reaction/2088971
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-(Trimethylsilyl)prop-1-yne | HCID 80363 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 5-Bromo-3-iodo-4-methylpyridin-2-amine | HCID 40151897 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-3,4-dimethyl-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine | HCID 67077681 | — |
Reaction Steps
The compound obtained in step 1 of Example 36 (1.8 g) was dissolved in N,N-dimethylformamide (40 ml), and potassium acetate (1.7 g) and lithium chloride (0.3 g) were added. After replacing the atmosphere in the system with nitrogen, palladium acetate (0.13 g) and 1-trimethylsilyl-1-propyne (4.3 ml) were added and the mixture was stirred at 90° C. for three days. The reaction solution was cooled to room temperature and then N,N-dimethylformamide was distilled off. The resulting residue was diluted with ethyl acetate and then washed with brine. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated to give the crude title compound (2.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436012B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-2c6d41755b0f471d968288d0cc8b4c4a |
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| Source note | uspto-grants-2013_05 |
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