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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214530Generated: October 30, 2026

Formaldehyde → HCID 54704647, compound

https://huagongshe.com/reaction/2214530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant4-Methylpiperazine-1-ethylamineHCID 70284—
ReactantN-[(3,4-dichlorophenyl)methyl]-4-hydroxy-N,1-dimethyl-5-oxo-2H-pyrrole-3-carboxamideHCID 54697551—
ReactantHCID 69655739HCID 69655739—
ProductHCID 54704647HCID 5470464712%

Reaction Steps

3-[(3,4-Dichloro-benzyl-methyl-carbamoyl]-2-hydroxy-acrylic acid methyl ester (Compound 12-B) was treated with paraformaldehyde and 2-(4-methyl-piperazine-1-yl)-ethyl amine as described in the preparation of Compound 12. The resulting residue was purified by chromatography (YMC Combiprep ODS-A, 30 mm×50 mm, MeOH/H2O/0.1% TFA) to yield the title compound as an amber glass (27 mg, 12% yield). 1H NMR (300 MHz, DMSO) δ: 7.63 (d, 1H, J=8.42), 7.52 (s, 1H), 7.25 (d, 1H, J=7.31), 4.59 (s, 2H), 4.24 (m, 10H), 4.11 (s, 2H), 3.58 (s, 2H), 2.98 (s, 3H), 2.78 (s, 3H). HRMS (M−H) calcd for C20H25N4Cl2O3: 439.1303. found: 439.1311.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109186B2
Source datasetuspto-grants-2006_09
ORD IDord-f454d731f8784a0180d216fbc2384e2a
Source noteuspto-grants-2006_09