2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylic acid

Base Information

• Chemical Name: 2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylic acid
• CAS No.: 1196473-62-7
• Molecular Formula: C₁₂H₉BN₂O₅
• Molecular Weight: 272.025
• Mol file: 1196473-62-7.mol

Synonyms:2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylic acid

Chemical Property of 2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylic acid

Chemical Property:

• PSA: 101.77000
• LogP: 0.18480

Purity/Quality:

≥99% ^*data from raw suppliers

2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylic acid

There total 7 articles about 2-((1-Hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)pyrimidine-5-carboxylic 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: 21.0%

2-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-pyrimidine-5-carboxylic acid methyl ester (1196473-61-6) → 2-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-pyrimidine-5-carboxylic acid (1196473-62-7)

Guidance literature:

With lithium hydroxide; In methanol; water; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2011.02.024

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 2-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-pyrimidine-5-carboxylic acid (1196473-62-7)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / dichloromethane / 3 h / -10 - 0 °C

2: potassium acetate / 1,4-dioxane / 0.75 h / 80 °C

3: sodium tetrahydroborate / methanol / 0 - 20 °C

4: hydrogenchloride / methanol; water / 0 °C / pH 3

5: boron tribromide / dichloromethane / -10 - 20 °C

6: potassium carbonate / N,N-dimethyl-formamide / 25 h / 20 °C

7: lithium hydroxide / methanol; water / 0 - 20 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; potassium acetate; boron tribromide; potassium carbonate; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.02.024

Reference yield:

6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole (1196473-37-6) → 2-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-pyrimidine-5-carboxylic acid (1196473-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 25 h / 20 °C

2: lithium hydroxide / methanol; water / 0 - 20 °C

With potassium carbonate; lithium hydroxide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.02.024

upstream raw materials:

2-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yloxy)-pyrimidine-5-carboxylic acid methyl ester

2-Hydroxy-4-methoxybenzaldehyde

6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

4-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde