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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095120Generated: November 2, 2026

Triethylamine → HCID 131729501, compound

https://huagongshe.com/reaction/1095120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 74931515HCID 74931515—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 131729501HCID 13172950161.2%

Reaction Steps

In a manner similar to the method described in example 6a, racemic(2′R, 3R, 4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-iodo-2-(4-methoxy-phenoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.29 g, 0.42 mmol) was reacted with trimethylsilyl acetylene (0.41 g, 4.2 mmol), CuI (5 mg), triethylamine (1.76 mL, 12.7 mmol), and dichlorobis(triphenylphosphine) palladium (0) (23.4 mg, 0.034 mmol) in anhydrous N,N-dimethylformamide, and then treated with aqueous NaOH in methanol to give racemic(2′R, 3R, 4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[5-ethynyl-2-(4-methoxy-phenoxy)-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.15 g, 61%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08134001B2
Source datasetuspto-grants-2012_03
ORD IDord-a051ea76956b4b4cb559b639a80f0cff
Source noteuspto-grants-2012_03