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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628044Generated: October 30, 2026

Ethyl Acetate → HCID 58382377, compound

https://huagongshe.com/reaction/1628044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-2-methyl-1-propeneHCID 357785—
ReactantHCID 67216733HCID 67216733—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58382377HCID 58382377106%

Reaction Conditions

Temperature65 °C

Reaction Steps

tert-Butyl 6-(4-(2-methyl-1,3-dioxolan-2-yl)phenyl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate (0.50 g, 0.95 mmol) and Cs2CO3 (1.55 g, 4.75 mmol) were combined in DMF (19 mL). 3-Bromo-2-methylpropene (0.191 mL, 1.90 mmol) was added and the mixture was heated at about 65° C. for about 3 h. EtOAc (50 mL) and water (50 mL) were added and the layers separated. The organic layer was washed with 5% aqueous LiCl (3×15 mL) and brine (15 mL), dried over Na2SO4, filtered, and concentrated in vacuo to give tert-butyl 6-(4-(2-methyl-1,3-dioxolan-2-yl)phenyl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl(2-methylallyl)carbamate (0.584 g, 106%): LC/MS (Table 2, Method h) Rt=2.43 min.; MS m/z: 581 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785639B2
Source datasetuspto-grants-2014_07
ORD IDord-4e77d918e4b541f69e4ef10f348ab1b0
Source noteuspto-grants-2014_07