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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233971Generated: October 30, 2026

Diisopropylethylamine → HCID 68582528, compound

https://huagongshe.com/reaction/2233971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4,6-dichloroquinoline-2-carboxylateHCID 29923271—
ReactantHCID 68579996HCID 68579996—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68582528HCID 6858252835.5%

Reaction Steps

A solution of 3,4-dichloro-5-methyl-N-piperidin-4-yl-1H-pyrrole-2-carboxamide hydrochloride (Intermediate 1; 59 mg, 0.21 mmol), methyl 4,6-dichloroquinoline-2-carboxylate (F R Alexandre, et. al., Tetrahedron 2003, 59: 1413; 57 mg 0.22 mmol) and diisopropylethylamine (0.10 ml) in DMF (2.0 ml) was heated in a microwave reactor to 180° C. for 30 minutes. The reaction was diluted with 50 ml of EtOAc, then extracted with 25 ml of 1 N NaOH, 2×25 ml of water, dried over anhydrous MgSO4 and concentrated in vacuo. The crude solid was flash chromatographed through neutral silica gel using EtOAc as the eluent to give 37 mg of the title compound; crystallization from MeOH gave a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709503B2
Source datasetuspto-grants-2010_05
ORD IDord-b0cb4fbd33f2403a9d5ab77a16c22fe5
Source noteuspto-grants-2010_05