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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85094Generated: October 31, 2026

Dimethylformamide → HCID 70112961, compound

https://huagongshe.com/reaction/85094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantHCID 45785592HCID 45785592—
Reactant5-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 49759066—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 70112961HCID 7011296150%

Reaction Conditions

Temperature150 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846909B2
Source datasetuspto-grants-2014_09
ORD IDord-d4fff01729dc46c98c34109b7510f903
Source noteuspto-grants-2014_09