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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969900Generated: October 30, 2026

Ethyl Acetate → HCID 136359928, compound

https://huagongshe.com/reaction/1969900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 67216361HCID 67216361—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 136359928HCID 136359928100%

Reaction Steps

To a solution of ethyl 2-((cis)-3-ethyl-4-(6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentylidene)acetate (1.9 g, 3.85 mmol) in THF (30 mL) at 0° C. was added a solution of TBAF (11.55 mL, 11.55 mmol, 1 M in THF). After about 10 min, TBAF (7.70 mL, 7.70 mmol, 1 M in THF) was added. After about 1 h EtOAc and brine were added to the reaction mixture. After about one h the organic layer was separated, concd in vacuo and purified by flash chromatography on silica gel eluting with EtOAc to afford ethyl 2-((cis)-3-ethyl-4-(6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentylidene)acetate (1.3 g, 100%) as a mixture of diastereomers: LC/MS (Table 1, Method a) Rt=1.86-1.90 min; MS m/z: 340 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426411B2
Source datasetuspto-grants-2013_04
ORD IDord-1df584a307f94d6d997ca7abc3583a88
Source noteuspto-grants-2013_04