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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866025Generated: November 4, 2026

Acetic Acid → 1'-[(6-Chloro-1-{[(3S)-1-methylpiperidin-3-yl]methyl}-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4'-piperidine]

https://huagongshe.com/reaction/1866025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1'-({6-Chloro-1-[(3S)-piperidin-3-ylmethyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidine]HCID 59657538—
SolventMethanolHCID 887—
Product1'-[(6-Chloro-1-{[(3S)-1-methylpiperidin-3-yl]methyl}-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4'-piperidine]HCID 59657568—

Reaction Steps

A solution of 1′-({6-chloro-1-[(3S)-piperidin-3-ylmethyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4′-piperidine] in MeOH was treated with aq. H2CO (1.5 eq), AcOH (1.1 eq) and stirred for 15 min at room temperature, then treated with NaCNBH3 (1.1 eq) and stirred at room temperature for 1 h. Concentration and purification by preparative HPLC the desired product. ES-MS m/e (%): 478.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629353B2
Source datasetuspto-grants-2009_12
ORD IDord-bb18e8e2ad904d2ca1a5c3ab66065b89
Source noteuspto-grants-2009_12