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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495457Generated: October 30, 2026

Ethyl Acetate → HCID 20826921, compound

https://huagongshe.com/reaction/495457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 10159390HCID 10159390—
CatalystHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
ProductHCID 20826921HCID 20826921—

Reaction Steps

A mixture of N2-(1-acetyl-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-N4-(3-quinolinyl)-2,4-pyrimidinediamine (Example 110, 170 mg, 0.266 mmol) was dissolved in EtOH (6 mL) and 10 drops conc. HCl were added. The mixture was heated to reflux in a sealed tube for 72 h. The crude mixture was poured into EtOAc (125 mL) and sat NaHCO3 (20 mL). The organics were dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude product was purified via medium pressure liquid chromatography using linear gradient starting from 0:100 MeOH/CH2Cl2 ending with 10:90 MeOH/CH2Cl2 as the solvent system to yield the desired product as a tan solid. M+H—383; Calc'd for C23H22N6—382.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939874B2
Source datasetuspto-grants-2005_09
ORD IDord-83435de859f5448eb4076fd8e0656a19
Source noteuspto-grants-2005_09