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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82085Generated: October 29, 2026

Dimethylformamide → HCID 70817573, compound

https://huagongshe.com/reaction/82085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-(5-bromopyridin-2-yl)-N-(5-{[7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]carbonyl}pyridin-3-yl)acetamideHCID 70817603—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventEthyl AcetateHCID 8857—
ProductHCID 70817573HCID 7081757318%

Reaction Conditions

Temperature100 °C

Reaction Steps

Zinc cyanide (28 mg, 0.23 mmol) was added to 2-(5-Bromo-pyridin-2-yl)-N-[5-(7-(propan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-3-yl]-acetamide (Example 317, 75 mg, 0.16 mmol) in DMF (2 mL) and the mixture was degassed with argon for 10 minutes. Then tris(dibenzylideneacetone)dipalladium (3 mg, 0.003 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (7 mg, 0.012 mmol) were added and the mixture was heated at 100° C. for 40 mins under microwave irradiation. The mixture was diluted with EtOAc (5 mL) and washed with water (2 mL), brine (2 mL) and dried over sodium sulphate. The filtrate was evaporated in vacuo and purified by preparative TLC (3% MeOH in DCM) to afford the title compound as a light brown solid in 18% yield, 12 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-e0124d4618914b0a97bd8c95fb007273
Source noteuspto-grants-2014_09