methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate

Base Information

• Chemical Name: methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate
• CAS No.: 1092568-88-1
• Molecular Formula: C₁₇H₂₁N₃O₃
• Molecular Weight: 315.372
• Mol file: 1092568-88-1.mol

Synonyms:methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate

Chemical Property of methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate

There total 8 articles about methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate 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: 66.0%

3-Dimethylamino-1-propanol (3179-63-3) + 3-(5-hydroxy-pyrimidin-2-yl)-benzoic acid methylester (1092568-87-0) → methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate (1092568-88-1)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Cooling with ice;

Reference yield:

methyl 3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoate (1092566-65-8) → methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate (1092568-88-1)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen; water; acetic acid / Raney nickel / methanol / 18 h / 20 °C / 760.05 Torr

2: sodium methylate / methanol / 1.17 h / 60 °C

3: water; sulfuric acid / 4 h / Reflux

4: thionyl chloride / 6 h / 80 °C

5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Cooling with ice

With thionyl chloride; di-isopropyl azodicarboxylate; sulfuric acid; water; hydrogen; sodium methylate; acetic acid; triphenylphosphine; Raney nickel; In tetrahydrofuran; methanol;

Reference yield:

3-Cyanobenzoic acid (1877-72-1) → methyl 3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzoate (1092568-88-1)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate; hydroxylamine hydrochloride / methanol / 15 h / 30 °C / Reflux

2: acetic acid / 14 h / 118 °C

3: sulfuric acid / 18 h / Reflux

4: hydrogen; water; acetic acid / Raney nickel / methanol / 18 h / 20 °C / 760.05 Torr

5: sodium methylate / methanol / 1.17 h / 60 °C

6: water; sulfuric acid / 4 h / Reflux

7: thionyl chloride / 6 h / 80 °C

8: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Cooling with ice

With thionyl chloride; di-isopropyl azodicarboxylate; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; sodium methylate; potassium carbonate; acetic acid; triphenylphosphine; Raney nickel; In tetrahydrofuran; methanol;

upstream raw materials:

3-Dimethylamino-1-propanol

3-(5-hydroxy-pyrimidin-2-yl)-benzoic acid methylester

3-Cyanobenzoic acid

methyl 3-(5-methyl-1,2,4-oxadiazol-3-yl)benzoate

Downstream raw materials:

{3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]phenyl}-methanol

1-{3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzyl}-6-oxo-1,6-dihydropyridazine-3-carboxamide trifluoroacetate

2-{3-[5-(3-dimethylaminopropoxy)pyrimidin-2-yl]benzyl}-6-phenylamino-2H-pyridazin-3-one