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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866024Generated: November 4, 2026

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

https://huagongshe.com/reaction/1866024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59657701HCID 59657701—
SolventMethanolHCID 887—
Product1'-({6-Chloro-1-[(1-methylpyrrolidin-3-yl)methyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidine]HCID 59657513—

Reaction Steps

A solution of 1′-{[6-chloro-1-(pyrrolidin-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 gave the desired product. ES-MS m/e (%): 464.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629353B2
Source datasetuspto-grants-2009_12
ORD IDord-6b228fa44a484f92b8c13f5010c86c8d
Source noteuspto-grants-2009_12