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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628086Generated: October 30, 2026

Acetic Acid → HCID 58382048, compound

https://huagongshe.com/reaction/1628086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopropylamineHCID 69828—
ReactantCyano-borohydrideHCID 498716—
ReactantHCID 58382331HCID 58382331—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 58382048HCID 5838204861%

Reaction Steps

3-(4-Methoxyphenyl)-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine-1-carbaldehyde (0.075 g, 0.17 mmol), AcOH (0.048 mL, 0.84 mmol), and cyclopropanamine (0.026 mL, 0.37 mmol) were added in DCE (1.68 mL). The mixture was stirred at rt for 30 min. MP-Cyanoborohydride (0.23 g, 0.50 mmol, 2.15 mmol/g, Biotage™) was added in one portion. The mixture was stirred at 25° C. for 72 h. The mixture was purified directly by flash chromatography (40 g silica gel column, MeOH/DCM 0% to 10%) to give N-((3-(4-methoxyphenyl)-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methyl)cyclopropanamine (0.050 g, 61%): LC/MS (Table 2, Method c) Rt=1.49 min; MS m/z: 488 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785639B2
Source datasetuspto-grants-2014_07
ORD IDord-1be00e25f4f749179e21413477a15ca3
Source noteuspto-grants-2014_07