3-(PYRIMIDIN-2-YLOXY)BENZOIC ACID

Base Information

• Chemical Name: 3-(PYRIMIDIN-2-YLOXY)BENZOIC ACID
• CAS No.: 176034-07-4
• Molecular Formula: C11H8N2O3
• Molecular Weight: 216.19300
• Mol file: 176034-07-4.mol

Synonyms:

Chemical Property of 3-(PYRIMIDIN-2-YLOXY)BENZOIC ACID

Chemical Property:

• PSA: 72.31000
• LogP: 1.96710

Purity/Quality:

98% ^*data from raw suppliers

3-(Pyrimidin-2-yloxy)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(PYRIMIDIN-2-YLOXY)BENZOIC ACID

There total 2 articles about 3-(PYRIMIDIN-2-YLOXY)BENZOIC ACID 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: 56.0%

ethyl 3-(pyrimidin-2-yloxy)benzoate (1159822-51-1) → 3-(pyrimidin-2-yloxy)benzoic acid (176034-07-4)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; ethanol; Reflux;

DOI:10.1016/j.bmc.2020.115961

Reference yield:

ethyl-3-hydroxybenzoate (7781-98-8) → 3-(pyrimidin-2-yloxy)benzoic acid (176034-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos; potassium phosphate / toluene / Reflux

2: sodium hydroxide; water / tetrahydrofuran; ethanol / Reflux

With potassium phosphate; water; sodium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos; In tetrahydrofuran; ethanol; toluene;

DOI:10.1016/j.bmc.2020.115961

Reference yield: 79.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + 3-(pyrimidin-2-yloxy)benzoic acid (176034-07-4) → (3,4-dihydroisoquinolin-2(1H)-yl)(3-(pyrimidin-2-yloxy)phenyl)methanone

Guidance literature:

3-(pyrimidin-2-yloxy)benzoic acid; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

1,2,3,4-tetrahydroisoquinoline; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2020.115961

upstream raw materials:

ethyl 3-(pyrimidin-2-yloxy)benzoate

ethyl-3-hydroxybenzoate

Refernces