2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide

Base Information

• Chemical Name: 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide
• CAS No.: 1421852-09-6
• Molecular Formula: C₂₃H₂₁N₃O₃
• Molecular Weight: 387.438

Synonyms:2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide

Chemical Property of 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide

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Technology Process of 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide

There total 3 articles about 2,5-dimethyl-3-oxo-N²,N⁴-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

prop-2-yn-1-amine hydrochloride (15430-52-1) + N-phenylacetoacetamide (102-01-2,98624-45-4) → 2,5-dimethyl-3-oxo-N2,N4-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide (1421852-09-6)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In N,N-dimethyl-formamide; at 50 ℃; Green chemistry;

DOI:10.1021/acs.joc.7b00686

Reference yield: 61.0%

2-diazo-3-oxo-N-phenylbutanamide (22760-66-3) + Propargylamine (2450-71-7) → 2,5-dimethyl-3-oxo-N2,N4-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide (1421852-09-6)

Guidance literature:

With copper(ll) bromide; In N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1039/c2cc38473f

Reference yield:

N-phenylacetoacetamide (102-01-2,98624-45-4) → 2,5-dimethyl-3-oxo-N2,N4-diphenyl-1-(prop-2-yn-1-yl)-2,3-dihydro-1H-pyrrole-2,4-dicarboxamide (1421852-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / ethanol / 0.5 h / 20 °C

2: potassium etoxide / acetonitrile / 6 h / 50 °C

With N-Bromosuccinimide; potassium etoxide; In ethanol; acetonitrile;

DOI:10.1016/j.tet.2022.132718

upstream raw materials:

2-diazo-3-oxo-N-phenylbutanamide

Propargylamine

prop-2-yn-1-amine hydrochloride

N-phenylacetoacetamide

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