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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066759Generated: October 26, 2026

Ethyl Acetate → HCID 18629228, compound

https://huagongshe.com/reaction/1066759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant7-Bromo-5-methoxyindolineHCID 18452818—
Reactant4-chloro-1-[1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo(4,5-c]pyridineHCID 18629255—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18629228HCID 1862922874.6%

Reaction Steps

To 7-bromo-5-methoxyindoline (382 mg) and 4-chloro-1-[1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo[4,5-c]pyridine (400 mg) in THF (2.0 mL) was added sodium bis(trimethylsilyl)amide (1.0 M in THF, 15 mL) at 0° C. The reaction was warmed to ambient temperature and stirred for 1 hour. Ethyl acetate (150 mL) was added and washed with water and brine. The organics were dried over MgSO4 and concentrated. The crude product was chromatographed on silica gel using ethyl acetate/hexane (1:4) as eluent to give 4-(7-bromo-5-methoxy-2,3-dihydro-1H-indol-1-yl)-1-(1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo[4,5-c]pyridine (538 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06245769B1
Source datasetuspto-grants-2001_06
ORD IDord-1594427271644410a74b30b91b0cdc8d
Source noteuspto-grants-2001_06