Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907391Generated: October 25, 2026

1-Methyl-4-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-N-[2-(4-morpholinyl)ethyl]-1H-pyrrole-2-carboxamide → 1-Methyl-N-[1-methyl-5-({[1-methyl-5-({[2-(4-morpholinyl)ethyl]amino}-carbonyl)-1H-pyrrol-3-yl]amino}carbonyl)-1H-pyrrol-3-yl]-4-nitro-1H-pyrrole-2-carboxamide

https://huagongshe.com/reaction/907391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-4-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-N-[2-(4-morpholinyl)ethyl]-1H-pyrrole-2-carboxamideHCID 10862348—
Reactant1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chlorideHCID 11063185—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product1-Methyl-N-[1-methyl-5-({[1-methyl-5-({[2-(4-morpholinyl)ethyl]amino}-carbonyl)-1H-pyrrol-3-yl]amino}carbonyl)-1H-pyrrol-3-yl]-4-nitro-1H-pyrrole-2-carboxamideHCID 67392717—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-Methyl-4-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-N-[2-(4-morpholinyl)ethyl]-1H-pyrrole-2-carboxamide (0.343 g, 0.85 mmol; see Preparation 1(iv) above) was dissolved in methanol (10 mL) and cooled to 0° C., Pd/C (200 mg) was then added in small portions and the solution stirred under H2 for 3 h. The solution was then filtered and the solvent removed under reduced pressure. A solution of 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (160 g, 0.85 mmol) in DCM (10 mL) was then added and allowed to stir for 1 h at RT, the solvent was removed under reduced pressure, the crude product obtained was separated on basified silica using a 1:1 solution of methanol ethyl acetate to yield the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012967B2
Source datasetuspto-grants-2011_09
ORD IDord-a1645550b9084937953eb5a40a06c921
Source noteuspto-grants-2011_09