Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504447Generated: November 2, 2026

N,N-Dimethyl-1,3-propanediamine → 6-chloro-4'-{5-chloro-2-[1-(3-dimethylamino-propylcarbamoyl)-1-methyl-ethoxy]-phenyl}-2'-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

https://huagongshe.com/reaction/504447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-Dimethyl-1,3-propanediamineHCID 7993—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant6-chloro-4'-[5-chloro-2-(2-hydroxy-1,1-dimethyl-ethoxy)phenyl]-2'-[5-fluoro-2-methylphenyl]spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 76567885—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-4'-{5-chloro-2-[1-(3-dimethylamino-propylcarbamoyl)-1-methyl-ethoxy]-phenyl}-2'-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 7492871317.8%

Reaction Steps

To a mixture of racemic (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(2-hydroxy-1,1-dimethyl-ethoxy)-phenyl]-2′-[5-fluoro-2-methylphenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (35 mg, 0.06 mmol), EDCl (18 mg, 0.094 mmol), HOBt (14 mg, 0.094 mmol) and DIPEA (23 mg, 0.2 mmol) in THF (2 mL) was added N,N-dimethyl-propane-1,3-diamine (19 mg, 0.18 mmol). The mixture was stirred at room temperature overnight, purified by prep-HPLC to give the title compound as a white solid (7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-155aa7c51cd145d981f5e7b9c3012d17
Source noteuspto-grants-2010_08