5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine

Base Information

• Chemical Name: 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine
• CAS No.: 1383579-60-9
• Molecular Formula: C₁₄H₁₃ClN₄OS
• Molecular Weight: 320.802

Synonyms:5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine

Chemical Property of 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine

Chemical Property:

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Technology Process of 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine

There total 4 articles about 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine 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: 74.0%

N-({4-amino-2-(methylthio)furo[2,3-d]pyrimidin-5-yl}methyl)-N-(4-chlorophenyl)-4-nitrobenzenesulfonamide (1383579-50-7) → 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine (1383579-60-9)

Guidance literature:

With lithium hydroxide monohydrate; mercaptoacetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0031-1290524

Reference yield:

ethyl 4-amino-2-(methylthio)furo[2,3-d]pyrimidine-5-carboxylate (1198054-16-8) → 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine (1383579-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / -50 - 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: lithium hydroxide monohydrate; mercaptoacetic acid / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; lithium hydroxide monohydrate; mercaptoacetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction;

DOI:10.1055/s-0031-1290524

Reference yield:

4-chloro-aniline (106-47-8) → 5-[(4-chlorophenylamino)methyl]-2-(methylthio)furo[2,3-d]pyrimidin-4-amine (1383579-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: lithium hydroxide monohydrate; mercaptoacetic acid / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With pyridine; lithium hydroxide monohydrate; mercaptoacetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: Mitsunobu reaction / 2.2: Mitsunobu reaction;

DOI:10.1055/s-0031-1290524

upstream raw materials:

ethyl 4-amino-2-(methylthio)furo[2,3-d]pyrimidine-5-carboxylate

4-amino-5-(hydroxymethyl)-2-(methylthio)furo[2,3-d]pyrimidine

N-(4-chlorophenyl)-4-nitrobenzenesulfonamide

N-({4-amino-2-(methylthio)furo[2,3-d]pyrimidin-5-yl}methyl)-N-(4-chlorophenyl)-4-nitrobenzenesulfonamide

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