N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

Base Information

• Chemical Name: N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine
• CAS No.: 70059-64-2
• Molecular Formula: C₁₆H₁₄FN₃S
• Molecular Weight: 299.372
• Mol file: 70059-64-2.mol

Synonyms:N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

Chemical Property of N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

There total 6 articles about N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[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: 69.0%

meta-fluoroaniline (372-19-0) + N'-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-N,N-dimethylformimidamide → N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine (70059-64-2)

Guidance literature:

With acetic acid; at 90 ℃; for 0.166667h; under 10343.2 Torr; Microwave irradiation;

DOI:10.21577/0103-5053.20190044

Reference yield:

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one (14346-24-8) → N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine (70059-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: PhNMe₂, POCl₃

2: ethanol

With N,N-dimethyl-aniline; trichlorophosphate; In ethanol;

DOI:10.1002/ardp.19793120105

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → N-(3-fluorophenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine (70059-64-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfur; triethylamine / ethanol / 12 h / Reflux

2: N,N-dimethyl-formamide / 100 °C

3: thionyl chloride / N,N-dimethyl-formamide / 4 h / Reflux

4: isopropyl alcohol / 6 h / 100 °C / Sealed tube

With sulfur; thionyl chloride; triethylamine; In ethanol; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmc.2019.04.022

upstream raw materials:

5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

cyclohexanone

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene