7-METHOXY-3-INDAZOLECARBOXYLIC ACID

Base Information

• Chemical Name: 7-METHOXY-3-INDAZOLECARBOXYLIC ACID
• CAS No.: 133841-08-4
• Molecular Formula: C9H8N2O3
• Molecular Weight: 192.17
• Hs Code.: 2933990090
• Mol file: 133841-08-4.mol

Synonyms:7-METHOXY-3-INDAZOLECARBOXYLIC ACID;7-METHOXY-1H-INDAZOLE-3-CARBOXYLIC ACID;7-METHOXYINDAZOLE-3-CARBOXYLIC ACID

Chemical Property of 7-METHOXY-3-INDAZOLECARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 1.52E-09mmHg at 25°C
• Refractive Index: 1.688
• Boiling Point: 467.6 °C at 760 mmHg
• Flash Point: 236.6 °C
• PSA: 75.21000
• Density: 1.459g/cm³
• LogP: 1.26970
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

7-Methoxy-1H-indazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Methoxy-1H-indazole-3-carboxylic Acid is an intermediate in the synthesis of 7-Hydroxy Granisetron (H942675), a metabolite of Granisetron (G780000), a specific serotonin (5HT3) receptor antagonist. Used as an antiemetic. Granisetron HCl is a serotonin 5-HT3 receptor antagonist used as an antiemetic to treat nausea and vomiting following chemotherapy. Its main effect is to reduce the activity of the vagus nerve. It does not have much effect on vomiting due to motion sickness. This drug does not have any effect on dopamine receptors or muscarinic receptor.

Technology Process of 7-METHOXY-3-INDAZOLECARBOXYLIC ACID

There total 2 articles about 7-METHOXY-3-INDAZOLECARBOXYLIC 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:

ethyl 7-methoxy-1H-indazole-3-carboxylate (885278-98-8) → C9H8N2O3 (133841-08-4)

Guidance literature:

With methanol; sodium hydroxide; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.11.097

Reference yield:

3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate (217813-03-1) → C9H8N2O3 (133841-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2: methanol; sodium hydroxide / 20 °C / Inert atmosphere

With methanol; tetrabutyl ammonium fluoride; sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2011.11.097

Reference yield: 86.0%

C9H8N2O3 (133841-08-4) + {2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine → N‐({2‐benzyl‐2‐azabicyclo[2.1.1]hexan‐1‐yl}methyl)‐7‐methoxy‐1H‐indazole‐3‐carboxamide

Guidance literature:

C₉H₈N₂O₃; With 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

{2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acsmedchemlett.0c00486

upstream raw materials:

ethyl 7-methoxy-1H-indazole-3-carboxylate

3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate

Downstream raw materials:

7-Hydroxy-Granisetron