4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine
• CAS No.: 868274-25-3
• Molecular Formula: C₂₀H₁₆N₄O₂
• Molecular Weight: 344.373
• Mol file: 868274-25-3.mol

Synonyms:4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine

Chemical Property of 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine

There total 1 articles about 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine 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: 58.0%

3-cyano-3-ethoxymethyleneimino-4-phenylpyrrole + 6-amino-3,4-benzodioxane (22013-33-8) → 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine (868274-25-3)

Guidance literature:

3-cyano-3-ethoxymethyleneimino-4-phenylpyrrole; 6-amino-3,4-benzodioxane; In N,N-dimethyl-formamide;

With water; Heating;

DOI:10.1021/jm0503650

Reference yield:

2,3-O-isopropylidene-α-D-erythro-furanosyl chloride (871844-87-0) + 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine (868274-25-3) → 4-N-(3,4-ethylenedioxyphenyl)amino-5-phenyl-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine (868274-29-7)

Guidance literature:

With potassium hydroxide; tris[2-(3-methoxyethoxy)ethyl]amine; In toluene; at 20 ℃; for 2h;

DOI:10.1021/jm0503650

Reference yield:

4-N-(3,4-ethylenedioxyphenyl)amino-5-phenylpyrrolo[2,3-d]pyrimidine (868274-25-3) → (2R,3R,4R)-2-[4-(2,3-Dihydro-benzo[1,4]dioxin-6-ylamino)-5-phenyl-pyrrolo[2,3-d]pyrimidin-7-yl]-tetrahydro-furan-3,4-diol

Guidance literature:

Multi-step reaction with 2 steps

1: 480 mg / KOH; tris[2-(3-methoxyethoxy)ethyl]amine / toluene / 2 h / 20 °C

2: 78 percent / aq. HCl / methanol / 3 h / 65 °C

With hydrogenchloride; potassium hydroxide; tris[2-(3-methoxyethoxy)ethyl]amine; In methanol; toluene;

DOI:10.1021/jm0503650

upstream raw materials:

6-amino-3,4-benzodioxane

Downstream raw materials:

4-N-(3,4-ethylenedioxyphenyl)amino-5-phenyl-7-(2',3'-O-isopropylidene-β-D-erythro-furanosyl)pyrrolo[2,3-d]pyrimidine