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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159816Generated: November 2, 2026

Acetic Acid → HCID 86618255, compound

https://huagongshe.com/reaction/1159816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86618256HCID 86618256—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventSodium CarbonateHCID 10340—
ProductHCID 86618255HCID 86618255—

Reaction Steps

5-Methoxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde (0.10 g, 0.317 mmol, Intermediate 75), boc-piperazine (0.118 g, 0.634 mmol) and acetic acid (0.095 g, 1.58 mmol) were dissolved in THF (5 mL) and sodium triacetoxyborohydride (0.134 g, 0.63 mmol) were added. The mixture was stirred for 2 hours and diluted with dichloromethane and 1N Na2CO3. The mixture was extracted with dichloromethane (2×) and the combined organics were dried (MgSO4) and evaporated. The crude product was ran through a plug of silica gel eluating with 5% MeOH in dichloromethane. Yield 100 mg (65%). White solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812017B2
Source datasetuspto-grants-2010_10
ORD IDord-41ac0b4d83bb4b37a21d5478e84ec1ec
Source noteuspto-grants-2010_10