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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246695Generated: October 31, 2026

Ethyl Acetate → N-(1-(tert-Butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-methyl-1-(2-morpholino-2-oxoethyl)-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

https://huagongshe.com/reaction/246695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantMorpholine, 4-(chloroacetyl)-HCID 74040—
ReactantN-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-methyl-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamideHCID 71279830—
SolventDimethylformamideHCID 6228—
ProductN-(1-(tert-Butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-methyl-1-(2-morpholino-2-oxoethyl)-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamideHCID 71280327—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-methyl-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (100 mg, 0.139 mmol), 2-chloro-1-morpholinoethanone (27 mg, 0.166 mmol) and K2CO3 (58 mg, 0.417 mmol) in dry DMF (20 mL) was heated to 90° C. for 3 hours. After cooling to room temperature, ethyl acetate (100 mL) was added, and the solution was washed with water (3×10 mL) and brine (2×10 mL). The combined organic layers were dried over Na2SO4, concentrated to give the residue which was used into the next step without further purification. LCMS: (M+H)+=848.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-fd210a3a8c364e1f9e4d138bc102f6ef
Source noteuspto-grants-2014_02