Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628059Generated: October 31, 2026

Acetic Acid → HCID 58010206, compound

https://huagongshe.com/reaction/1628059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantHCID 58009787HCID 58009787—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 58010206HCID 58010206102%

Reaction Steps

(6-(5-Methoxy-1-methyl-1H-indol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)methanamine (0.185 g, 0.423 mmol, Preparation #I.1) in THF (5 mL) was treated with pyridine (0.044 mL, 0.55 mmol) and Ac2O (0.044 mL, 0.46 mmol). After about 5 min the mixture was treated with AcOH (0.024 mL, 0.42 mmol), diluted with EtOAc (20 mL) and then washed with water (15 mL) and brine (10 mL). The organic layer was dried over anhydrous MgSO4, filtered and evaporated under reduced pressure to give N-((6-(5-Methoxy-1-methyl-1H-indol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)acetamide (0.207 g, 102%, crude): LC/MS (Table 2, Method a) Rt=2.63 min; MS m/z 480 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785639B2
Source datasetuspto-grants-2014_07
ORD IDord-d427ff65584143b19196ad92795e5c23
Source noteuspto-grants-2014_07