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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351968Generated: October 30, 2026

Diisopropylethylamine → HCID 69457519, compound

https://huagongshe.com/reaction/1351968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant(R)-N-[2-benzyloxy-5-(2-iodo-1-triethylsilyloxyethyl)phenyl]methanesulfonamideHCID 54211801—
ReactantHCID 86604025HCID 86604025—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69457519HCID 6945751942.4%

Reaction Steps

A solution of (R)-N-[2-benzyloxy-5-(2-iodo-1-triethylsilyloxy-ethyl)phenyl]methanesulfonamide (2.09 g, 3.72 mmol), methyl (R)-3-(2-aminopropyl)-1H-indole-7-carboxylate (1.00 g, 3.72 mmol), diisopropyl-ethylamine (1.9 ml, 11.2 mmol) in tetrahydrofuran (30 ml)-acetonitrile (20 ml) is stirred at 110° C. for 18 hours in a sealed vessel. After cooling, to the reaction solution are added a saturated aqueous sodium hydrogen carbonate solution and a saturated brine, and the mixture is extracted with ethyl acetate. The organic layer is dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (chloroform/methanol=100/1→100/4) to give the title compound (1.05 g, yield: 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217724B2
Source datasetuspto-grants-2007_05
ORD IDord-102a6d88d6c149acb81f25760ed43f90
Source noteuspto-grants-2007_05