exo-Granisetron (Granisetron Impurity F)

Base Information

• Chemical Name: exo-Granisetron (Granisetron Impurity F)
• CAS No.: 1364914-39-5
• Molecular Formula: C₁₈H₂₄N₄O
• Molecular Weight: 312.415
• Mol file: 1364914-39-5.mol

Synonyms:exo-Granisetron (Granisetron Impurity F);exo-N-(9-Methyl-9-azabicyclo[3.3.1]non-3-yl)-1-methyl-1H-indazole-3-carboxamide;Granisetron Impurity F;1-Methyl-N-(9-Methyl-9-aza-bicyclo[3.3.1]nonan-3-yl)-1H-indazole-3-carboxaMide

Chemical Property of exo-Granisetron (Granisetron Impurity F)

Chemical Property:

• Melting Point: 113-115°C
• Boiling Point: 532.0±40.0 °C(Predicted)
• PKA: 12.34±0.20(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

90%+ ^*data from raw suppliers

exo-Granisetron ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Granisetron Impurity F. Granisetron EP Impurity F. Granisetron Impurity F

Technology Process of exo-Granisetron (Granisetron Impurity F)

There total 16 articles about exo-Granisetron (Granisetron Impurity F) 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: 99.0%

endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-1H-indazole-3-carboxamide (107007-95-4) + methyl iodide (74-88-4) → granisetron (109889-09-0,124998-65-8,121061-98-1,1364914-39-5)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield: 89.0%

endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-1H-indazole-3-carboxamide (107007-95-4) + carbonic acid dimethyl ester (616-38-6) → granisetron (109889-09-0,124998-65-8,121061-98-1,1364914-39-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Reflux;

DOI:10.1021/acschemneuro.6b00192

Reference yield: 81.0%

1-methyl-1H-indazole-3-carboxylic acid (50890-83-0) + endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine (76272-41-8,141650-55-7,76272-56-5) → granisetron (109889-09-0,124998-65-8,121061-98-1,1364914-39-5)

Guidance literature:

With 4-(2-(1,3-dioxa-3a1,8,10-triaza-2,3a,14b-triboradibenzo[fg,op]tetracen-2-yl)phenyl)benzo[c]pyrimido[4,5-e][1,2]azaborinin-6(5H)-ol; In toluene; at 85 ℃; for 16h; Molecular sieve;

DOI:10.1002/chem.201900715

upstream raw materials:

endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine

1-methylindazole-3-carboxylic acid chloride

1-methyl-1H-indazole-3-carboxylic acid

granisetron hydrochloride

Downstream raw materials:

endo-N-(9-azabicyclo[3.3.1]non-3-yl)-1-methyl-1H-indazole-3-carboxamide hydrochloride

Refernces

• 1、 Opie, Christopher R.,Noda, Hidetoshi,Shibasaki, Masakatsu,Kumagai, Naoya. "All Non-Carbon B3NO2 Exotic Heterocycles: Synthesis, Dynamics, and Catalysis". supporting information. p. 4648 - 4653. Retrieved 2019/03/17.
• 2、 Mu, Linjing,Müller Herde, Adrienne,Rüefli, Pascal M.,Sladojevich, Filippo,Milicevic Sephton, Selena,Kr?mer, Stefanie D.,Thompson, Andrew J.,Schibli, Roger,Ametamey, Simon M.,Lochner, Martin. "Synthesis and Pharmacological Evaluation of [11C]Granisetron and [18F]Fluoropalonosetron as PET Probes for 5-HT3 Receptor Imaging". . p. 1552 - 1564. Retrieved 2016/11/29.