2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide

Base Information

• Chemical Name: 2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide
• CAS No.: 479546-77-5
• Molecular Formula: C₂₀H₂₀N₄O₂
• Molecular Weight: 348.404

Synonyms:2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide

Chemical Property of 2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide

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Technology Process of 2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide

There total 1 articles about 2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide 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: 52.0%

6-iodo-4(3H)-oxo-2-pivaloylamino-7H-pyrrolo<2,3-d>pyrimidine (143682-15-9) + 4-n-methylphenylacetylene (766-97-2) → 2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide (479546-77-5)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; for 72h;

DOI:10.1002/jhet.5570390433

Reference yield: 80.0%

2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide (479546-77-5) → 2,2-dimethyl-N-[4-oxo-6-(2-p-tolyl-ethyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl]-propionamide (479546-84-4)

Guidance literature:

With ammonium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide; for 20h; under 2585.74 Torr;

DOI:10.1002/jhet.5570390433

Reference yield:

2,2-dimethyl-N-(4-oxo-6-p-tolylethynyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-propionamide (479546-77-5) → 2-amino-6-(2-p-tolyl-ethyl)-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂; NH₄OH / Pd/C / dimethylformamide; H₂O; tetrahydrofuran / 20 h / 2585.74 Torr

2: 62 percent / NaOH / tetrahydrofuran; H₂O / 24 h / 70 °C

With ammonium hydroxide; sodium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570390433

upstream raw materials:

6-iodo-4(3H)-oxo-2-pivaloylamino-7H-pyrrolo<2,3-d>pyrimidine

4-n-methylphenylacetylene

Downstream raw materials:

2,2-dimethyl-N-[4-oxo-6-(2-p-tolyl-ethyl)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl]-propionamide

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