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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096484Generated: November 1, 2026

Acetic Acid → 4-(1H-Imidazol-2-ylmethyl)-1-(phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline bis(trifluoroacetate)

https://huagongshe.com/reaction/1096484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrifluoroacetic acidHCID 6422—
Reactant1H-imidazole-2-carbaldehydeHCID 24955—
Reactant1-(Phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinolineHCID 25072182—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
Product4-(1H-Imidazol-2-ylmethyl)-1-(phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline bis(trifluoroacetate)HCID 86624982—

Reaction Steps

The experimental for Example 2 was followed using 1H-imidazole-2-carbaldehyde (16 mg, 0.18 mmol), AcOH (46 μL, 0.81 mmol), Na(OAc)3BH3 (51 mg, 0.24 mmol) and 1-(phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline, Example 1 (27 mg, 0.08 mmol) in dry THF (4 mL). Preparative HPLC (YMC column 150×30 mm, 32-62% MeCN, 0.1% TFA). This gave 1.7 mg of the title compound, as a brown gum. MS m/z 379 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138333B2
Source datasetuspto-grants-2012_03
ORD IDord-b31472ff9fd04b2ba3fe732edaa36992
Source noteuspto-grants-2012_03