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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214507Generated: October 27, 2026

Formaldehyde → N-[(4-fluorophenyl)methyl]-4-hydroxy-N-methyl-5-oxo-1-(3-phenylpropyl)-2H-pyrrole-3-carboxamide

https://huagongshe.com/reaction/2214507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant3-PhenylpropylamineHCID 16259—
ReactantN-[(4-fluorophenyl)methyl]-4-hydroxy-N,1-dimethyl-5-oxo-2H-pyrrole-3-carboxamideHCID 54698182—
Reactant3-[(4-Fluoro-benzyl)-methyl-carbamoyl]-2-hydroxy-acrylic acid methyl esterHCID 69655679—
ProductN-[(4-fluorophenyl)methyl]-4-hydroxy-N-methyl-5-oxo-1-(3-phenylpropyl)-2H-pyrrole-3-carboxamideHCID 54698191—

Reaction Steps

3-[(4-Fluoro-benzyl)-methyl-carbamoyl]-2-hydroxy-acrylic acid methyl ester (Compound 1-D) was treated with paraformaldehyde and 3-phenyl-propylamine as described in the preparation of Compound 1. 1H NMR (500 MHz, CDCl3) δ: 1.93 (p, 2, J=7), 2.64 (t, 2, J=7), 2.99 (s, 3), 3.53 (t, 2, J=2), 4.10 (s, 2), 4.60 (s, 2), 7.02–7.28 (overlapping m, 9). 13C (125 MHz, CDCl3) δ: 29.77, 33.05, 34.56, 42.81, 48.79, 51.47, 109.25, 115.66, 115.83, 126.14, 128.30, 128.49, 129.34, 129.40, 132.16, 132.79, 140.88, 152.46, 161.39, 163.34, 165.02, 166.08.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109186B2
Source datasetuspto-grants-2006_09
ORD IDord-0a4cd17cf79948e1866661df3405e659
Source noteuspto-grants-2006_09