76272-41-8

Basic information

• Product Name: Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane
• Synonyms: Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane;(1R,3S,5S)-9-METHYL-9-AZABICYCLO[3.3.1]NONAN-3-AMINE;exo-3-AMino-9-Methyl-9-az...;exo-9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine;(3-exo)-9-Methyl-9-azabicyclo[3.3.1]nonan-3-amine
• CAS NO: 76272-41-8
• Molecular Formula: C₉H₁₈N₂
• Molecular Weight: 154.255
• Mol File: 76272-41-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 200.9±8.0 °C(Predicted)
• Appearance: /
• Density: 0.968±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 11.09±0.40(Predicted)
• CAS DataBase Reference: Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane(CAS DataBase Reference)
• NIST Chemistry Reference: Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane(76272-41-8)
• EPA Substance Registry System: Exo-3-Amino-9-methyl-9-azabicyclo[3,3,1]nonane(76272-41-8)

Safety Data

• Hazardous Substances Data: 76272-41-8(Hazardous Substances Data)

Usage

Uses

Exo-3-amino-9-methyl-9-azabicyclo[3,3,1]nonane is used as a reagent to prepare 2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid derivatives as highly potent 5-HT3 receptor antagonists.

Upstream product

• 6164-67-6 9-methyl-9-aza-bicyclo[3.3.1 ]nonan-3-one oxime 
• 552-70-5 pseudopelletierine 
• 135906-03-5 C₉H₁₈N₂*ClH 
• 111-30-8 Glutaraldehyde 

Downstream Products

• 1001347-65-4 4-amino-2,5-difluoro-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]non-7-yI]benzamide 
• 1001346-74-2 4-amino-3-fluoro-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]non-7-yI]benzamide 
• 1001346-73-1 4-amino-3-methoxy-N-((1S,5R)-9-methyl-9-azabicyclo[3.3.1]non-7-yl)benzamide 
• 107007-95-4 endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-1H-indazole-3-carboxamide 
• 109889-09-0 granisetron 
• 1007168-25-3 C₂₄H₂₈N₄O₃ 
• 107007-99-8 granisetron hydrochloride 
• 124998-65-8 granisetron 
• 127517-26-4 endo-N-(9-methyl-9-azabicyclo<3.3.1>nonan-3-yl)-N'-phenylurea 

Relevant articles and documents

Preparation method of granisetron intermediate

The invention discloses a preparation method of a granisetron intermediate. The preparation method comprises the following steps: step 1, carrying out a Mannich reaction on acetone dicarboxylic acid represented by a formula III to obtain pseudopelletierine represented by a formula IV; step 2, carrying out a reaction on the pseudopelletierine and hydroxylamine to prepare 3-pseudopelletierine oximerepresented by a formula V; and step 3, carrying out preparation by adopting one of the following schemes: (1) carrying out catalytic reduction on the 3-pseudopelletierine oxime through sodium bis(2-methoxyethoxy)aluminumhydride and Lewis acid to obtain a crude product of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane represented by a formula I, and directly using the crude product of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane to prepare granisetron, or purifying the crude product of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane for preparing granisetron; and (2) carrying out catalytichydrogenation reduction on the 3-pseudopelletierine oxime through Raney nickel to obtain a mixture of endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane, purifying the mixture to obtain endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane represented by the formula I, and using the endo-3-amine-9-methyl-9-azabicyclo[3,3,1]nonane used for preparing granisetron. The method has the advantages of mild reaction conditions, high reaction yield and low cost, and is suitable for industrial production.

Process for the production of aminoazobicycloalkanes from oximes

A process for preparing a compound of formula (I), wherein n is 2 or 3; which process comprises reducing a compound of formula (II), wherein R1 is hydrogen or C1-4 alkyl and n is 2 or 3; by catalytic hydrogenation in the presence of a rhodium catalyst. STR1