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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882036Generated: November 4, 2026

Dimethylformamide → HCID 59331386, compound

https://huagongshe.com/reaction/1882036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthoxyethylamineHCID 66970—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 86641958HCID 86641958—
SolventWaterHCID 962—
SolventTriethylamineHCID 8471—
ProductHCID 59331386HCID 5933138615%

Reaction Steps

To a solution of 6-(5-[(1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl]-1H-pyrrol-2-yl)pyridine-3-carboxylic acid (0.170 g) in N,N-dimethylformamide (5 mL) were added 2-ethoxyethylamine (0.056 mL), triethylamine (0.247 mL), N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (101 mg) and 1-hydroxybenzotriazole (81 mg), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate:hexane=40:60-100:0, volume ratio) and recrystallized from hexane-ethyl acetate to give the title compound (0.029 g, yield 15%) as colorless crystals. MS: 552 (MH+). melting point 87-90° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318746B2
Source datasetuspto-grants-2012_11
ORD IDord-1c56a51fef8b44809bf448d14124f93a
Source noteuspto-grants-2012_11