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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375808Generated: October 27, 2026

Diisopropylethylamine → 4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

https://huagongshe.com/reaction/2375808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(Propan-2-yl)piperidin-4-amineHCID 3163333—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylic acidHCID 21525615—
SolventDichloromethaneHCID 6344—
Product4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amideHCID 867607847.3%

Reaction Steps

To 4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (570 mg) in DCM (15 mL) was added DIEA (2.11 g), HATU (994 mg) and 1-isopropyl-piperidin-4-ylamine (372 mg). The mixture was stirred for 16 h at RT after which it was concentrated. The residue was purified by preparative HPLC to give 4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide (65 mg) which was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465806B2
Source datasetuspto-grants-2008_12
ORD IDord-a0a2dbe64b7842418de750a4e4130c1a
Source noteuspto-grants-2008_12