HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85094Generated: October 31, 2026
Dimethylformamide → HCID 70112961, compound
https://huagongshe.com/reaction/85094
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 45785592 | HCID 45785592 | — |
| Reactant | 5-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine | HCID 49759066 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Product | HCID 70112961 | HCID 70112961 | 50% |
Reaction Steps
To a stirred suspension of 5-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine (0.25 g, 0.509 mmol) and 4-methoxy-2-pyridylboronic acid (0.094 g, 0.56 mmol) in DMF (1 mL) was added Cs2CO3 (0.663 g, 0.05 mmol), dppf (0.028 g, 0.05 mmol) followed by palladium acetate (0.011 g, 0.05 mmol). The resulting mixture was heated in personal microwave at 150° C. for 1 hour. After consumption of the starting material, the mixture was evaporated to dryness in vacuo, absorbed onto Celite, and dried. The residue was purified via silica gel chromatography using CH2Cl2 as the eluent to obtain 5-bromo-3-(5-methoxy-pyridin-2-yl)-2-methyl-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (0.120 g, 50%). MS ESI (m/z): 472/474 (M+1)+, calc. 472.36.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846909B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-d4fff01729dc46c98c34109b7510f903 |
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| Source note | uspto-grants-2014_09 |
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