3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol

Base Information

• Chemical Name: 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol
• CAS No.: 1228102-08-6
• Molecular Formula: C₁₆H₁₁N₃OS₂
• Molecular Weight: 325.415
• Mol file: 1228102-08-6.mol

Synonyms:3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol

Chemical Property of 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol

There total 7 articles about 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol 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: 39.0%

(3-methoxyphenyl)-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-yl)-amine (1228101-19-6) → 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol (1228102-08-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 12h;

Reference yield:

3-(formylamino)-2-thiophenecarboxylic acid methyl ester (16285-69-1) → 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol (1228102-08-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ammonium formate / formamide / 20 h / 140 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 2.5 h / Reflux

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -78 °C

3.2: 2.33 h / -78 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 12 h / Reflux

5.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 12 h / Reflux

6.1: boron tribromide / dichloromethane / 12 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ammonium formate; boron tribromide; potassium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; formamide; 1,2-dichloro-ethane; isopropyl alcohol; 5.1: |Suzuki Coupling;

Reference yield:

(6-bromo-thieno[3,2-d]pyrimidin-4-yl)-(3-methoxy-phenyl)-amine (1228101-03-8) → 3-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-ylamino)-phenol (1228102-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 12 h / Reflux

2: boron tribromide / dichloromethane / 12 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; potassium carbonate; In 1,4-dioxane; dichloromethane; 1: |Suzuki Coupling;

upstream raw materials:

(6-bromo-thieno[3,2-d]pyrimidin-4-yl)-(3-methoxy-phenyl)-amine

(3-methoxyphenyl)-(6-thiophen-2-yl-thieno[3,2-d]pyrimidin-4-yl)-amine

Methyl 3-aminothiophene-2-carboxylate

3-(formylamino)-2-thiophenecarboxylic acid methyl ester