98346-35-1

Basic information

• Product Name: Benzenemethanamine, N-(3-bromopropyl)-N-(phenylmethyl)-
• Synonyms: dibenzyl(3-bromopropyl)amine;N-(3-bromopropyl)-dibenzylamine;Benzenemethanamine,N-(3-bromopropyl)-N-(phenylmethyl);N,N-dibenzyl-3-bromopropylamine;1-Brom-3-dibenzylamino-propan;3-dibenzylamino-1-bromopropane;N,N-dibenzyl-N-(3-bromopropyl)amine
• CAS NO: 98346-35-1
• Molecular Formula: C17H20BrN
• Molecular Weight: 318.257
• Mol File: 98346-35-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(3-bromopropyl)-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(3-bromopropyl)-N-(phenylmethyl)-(98346-35-1)
• EPA Substance Registry System: Benzenemethanamine, N-(3-bromopropyl)-N-(phenylmethyl)-(98346-35-1)

Safety Data

• Hazardous Substances Data: 98346-35-1(Hazardous Substances Data)

Upstream product

• 3161-51-1 3-(N,N-dibenzylamino)-1-propanol 

Downstream Products

• 1010729-22-2 3-(N,N-dibenzylamino)propylformate 
• 104738-98-9 (2S,5R)-2-tert-butyl-5-<3-(dibenzylamino)propyl>-2,5-dihydro-3,6-dimethoxypyrazine 
• 104738-98-9 (2S,5S)-2-tert-butyl-5-<3-(dibenzylamino)propyl>-2,5-dihydro-3,6-dimethoxypyrazine 
• 104738-98-9 Dibenzyl-[3-((2R,5R)-5-tert-butyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-propyl]-amine 
• 104738-98-9 (2R,5S)-2-tert-butyl-5-<3-(dibenzylamino)propyl>-2,5-dihydro-3,6-dimethoxypyrazine 
• 104738-91-2 (2R,5S)-2-<3-(dibenzylamino)propyl>-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazine 
• 104738-91-2 (2S,5S)-2-<3-(Dibenzylamino)propyl>-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazine 

Relevant articles and documents

Niraparib intermediate, preparation method and application thereof, and synthesis method of niraparib

The invention relates to a compound alpha-(3-aminopropyl)-p-bromophenylacetic acid, a preparation method and application thereof, (S)-3-(4-bromophenyl)-piperidine-2-one, a preparation method and application thereof, and synthesis methods of (S)-3-(4-bromophenyl)-piperidine) p-toluenesulfonate, N-Boc-(3S)-(4-bromophenyl)piperidine and niraparib. 4-bromophenylacetate 5 is used as a raw material, a nucleophilic reaction is carried out on the raw material and a nitrogen source reagent 4 under the action of an alkali to generate a compound 6; the compound 6 is subjected to deprotection and hydrolysis to obtain an amino acid compound 7; and the amino acid compound 7 is subjected to chiral column separation or chemical resolution to obtain compounds 8 and 9; and the separated enantiomer 8 can besubjected to racemization and resolution conversion (or chiral column separation) to obtain a compound 9, and the process material cost is greatly reduced. After the compound 9 is obtained, a compound1 can be obtained through conventional condensation reaction ring closing, reduction and BOC loading. Splitting operation is advanced, and the enantiomer 8 is subjected to racemization recovery treatment and is repeatedly applied to different splitting batches to continuously obtain the product 9, so the process material cost is lower.

Formate ester synthesis via reaction of 2-bromoethylamines with dimethylformamide

2-Bromoethylamines are converted to the corresponding formate esters in the presence of DMF. Both primary and secondary bromides are smoothly transformed to the esters in satisfactory yields. The reaction mechanism involves the formation of an aziridinium ion, which upon reaction with DMF forms a Vilsmeier-type intermediate that is further hydrolyzed to the corresponding formates. Participation of the β-amino group appears to control not only the regioselectivity but also the stereoselectivity of the reaction. Application of the reaction conditions to chiral substrates indicated that non-rearranged products are formed with retention of configuration at the reacting center.