7-Methoxy-1H-indazole-4-boronic acid

Base Information

• Chemical Name: 7-Methoxy-1H-indazole-4-boronic acid
• CAS No.: 1186422-15-0
• Molecular Formula: C14H19BN2O3
• Molecular Weight: 274.127
• Mol file: 1186422-15-0.mol

Synonyms:7-METHOXY-1H-INDAZOLE-4-BORONIC ACID;

Chemical Property of 7-Methoxy-1H-indazole-4-boronic acid

Chemical Property:

• PSA: 56.37000
• LogP: 1.87070

Purity/Quality:

NLT 98% ^*data from raw suppliers

7-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Methoxy-1H-indazole-4-boronic acid

There total 4 articles about 7-Methoxy-1H-indazole-4-boronic 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: 38.0%

4-bromo-7-methoxy-1H-indazole (938062-01-2) + bis(pinacol)diborane (73183-34-3) → 7-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1186422-15-0)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 120 ℃; for 3h; Microwave irradiation;

Reference yield:

1-methoxy-3-methyl-2-nitro-benzene (5345-42-6) → 7-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1186422-15-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bromine; acetic acid / 20 °C

2.1: iron; ammonium chloride / ethanol; water / 1.17 h / Heating; Reflux

3.1: acetic anhydride / chloroform / 0 - 20 °C

3.2: 20 h / Reflux

4.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 120 °C / Microwave irradiation

With bromine; potassium acetate; acetic anhydride; iron; ammonium chloride; acetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; chloroform; water; dimethyl sulfoxide;

Reference yield:

1-bromo-4-methoxy-2-methyl-3-nitro-benzene (85598-13-6) → 7-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (1186422-15-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iron; ammonium chloride / ethanol; water / 1.17 h / Heating; Reflux

2.1: acetic anhydride / chloroform / 0 - 20 °C

2.2: 20 h / Reflux

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 3 h / 120 °C / Microwave irradiation

With potassium acetate; acetic anhydride; iron; ammonium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; chloroform; water; dimethyl sulfoxide;

upstream raw materials:

4-bromo-7-methoxy-1H-indazole

bis(pinacol)diborane

1-methoxy-3-methyl-2-nitro-benzene

1-bromo-4-methoxy-2-methyl-3-nitro-benzene

Downstream raw materials:

3-[3-(7-methoxy-1H-indazol-4-yl)-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidin-7-yl]-N,N-dimethylbenzenesulfonamide

Refernces

• 1、 -. "PHENYLSULFONAMIDE-SUBSTITUTED, PYRAZOLO[1, 5-A]PYRIMIDINES, METHODS FOR PREPARATION AND USES THEREOF". Page/Page column 36-37. . Retrieved 2009/10/22.