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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188980Generated: October 31, 2026

Dimethylformamide → HCID 67118826, compound

https://huagongshe.com/reaction/1188980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole, ammonium saltHCID 22033809—
ReactantHCID 67118530HCID 67118530—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 67118826HCID 6711882682%

Reaction Steps

A mixture of (2-{7-(2-{[di-tert-butyl(phenyl)silyl]oxy}-1-methylethoxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indol-2-yl]-4,5-dihydro-1,3-thiazol-5-yl)acetic acid (320 mg), 1-[3-(dimethylamino)propyl-3-ethylcarbodiimide hydrochloride (165 mg), 1-hydroxybenzotriazole ammonium salt (131 mg) and N,N-dimethylformamide (8 mL) was stirred at room temperature for 18 hr. Water was added to the reaction solution, and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtrated, and concentrated under reduced pressure. The obtained crude product was subjected to basic silica gel column chromatography (ethyl acetate:hexane=30:70 to 100:0, volume ratio) to give the title compound (262 mg, yield 55%) as an orange oil. MS 742 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-be1abaee100d4de48b23d382cc3048f3
Source noteuspto-grants-2014_03