Granisetron Impurity C

Base Information

• Chemical Name: Granisetron Impurity C
• CAS No.: 160177-67-3
• Molecular Formula: C₁₇H₂₂N₄O*ClH
• Molecular Weight: 334.849
• Hs Code.: 2934999090
• Mol file: 160177-67-3.mol

Synonyms:1H-Indazole-3-carboxamide,N-9-azabicyclo[3.3.1]non-3-yl-1-methyl-, endo-

Chemical Property of Granisetron Impurity C

Chemical Property:

• Melting Point: 167-169°C
• Refractive Index: 1.721
• PSA: 58.95000
• LogP: 2.69590
• Storage Temp.: -20°C Freezer

Purity/Quality:

99.90% ^*data from raw suppliers

9’-DesmethylGranisetron ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity in the synthesis of Granisetron Hydrochloride An impurity in the synthesis of Granisetron Hydrochloride.

Technology Process of Granisetron Impurity C

There total 4 articles about Granisetron Impurity C 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: 100.0%

1-methyl-N-[(3-endo)-9-(phenylmethyl)-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide (128395-47-1) → endo-N-(9-azabicyclo[3.3.1]non-3-yl)-1-methyl-1H-indazole-3-carboxamide (160177-67-3)

Guidance literature:

With hydrogen; acetic acid; palladium dihydroxide; In methanol; at 20 ℃; for 3h;

DOI:10.1248/cpb.49.424

Reference yield: 34.8%

granisetron (109889-09-0,124998-65-8,121061-98-1,1364914-39-5) → endo-N-(9-azabicyclo[3.3.1]non-3-yl)-1-methyl-1H-indazole-3-carboxamide hydrochloride (160177-67-3,141136-01-8)

Guidance literature:

granisetron; With Vinyl chloroformate; In dichloromethane; at 25 - 35 ℃; for 24h;

With hydrogenchloride; In isopropyl alcohol; at 25 ℃; for 1h; Reflux;

DOI:10.2174/157017811799304142

Reference yield:

1-methylindazole-3-carboxylic acid chloride (106649-02-9) → endo-N-(9-azabicyclo[3.3.1]non-3-yl)-1-methyl-1H-indazole-3-carboxamide (160177-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / H₂; AcOH / 20 percent Pd(OH)2/C / methanol / 3 h / 20 °C

With hydrogen; acetic acid; triethylamine; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1248/cpb.49.424

upstream raw materials:

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

1-methylindazole-3-carboxylic acid chloride

(±)-(1R,3r,5S)-9-benzyl-9-azabicyclo[3.3.1]nonan-3-yl acetate

granisetron

Refernces

• 1、 Sakaguchi,Iwasaki,Iwanaga,Saito,Takahara,Kato,Hanaoka. "Synthesis and gastrointestinal prokinetic activity of novel benzamide derivatives with amphoteric side chains". . p. 424 - 436. Retrieved 2007/10/03.