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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731161Generated: October 31, 2026

Sodium Hydroxide → 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (3-diethylamino-2-hydroxy-propyl)-amide

https://huagongshe.com/reaction/731161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Amino-3-(diethylamino)propan-2-olHCID 97749—
ReactantSodium BicarbonateHCID 516892—
Reactant5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic AcidHCID 21915619—
SolventChloroformHCID 6212—
Product5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (3-diethylamino-2-hydroxy-propyl)-amideHCID 2060478525.7%

Reaction Steps

A mixture of 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (1.0 gm, 4.36 mmol), 1-amino-3-diethylamino-2-propanol (950 mg, 6.54 mmol), DDC (900 mg, 4.36 mmol) and HOBt (884 mg, 6.54 mmol) in chloroform (60 mL) was stirred at rt for 12 hrs. The reaction was poured into sat. Sodium bicarbonate (60 mL) and to it was added 1N NaOH (8 mL). It was then extracted with EtOAc (3×100 mL), washed with water and brine, dried and concentrated to give 400 mg of 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (3-diethylamino-2-hydroxy-propyl)-amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582756B2
Source datasetuspto-grants-2009_09
ORD IDord-85a71b16d5164905a63969f0e8698d41
Source noteuspto-grants-2009_09