N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

Base Information

Chemical Name:N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide
CAS No.:1256448-28-8
Molecular Formula:C₁₇H₁₈BrN₅O₂
Molecular Weight:404.266
Hs Code.:

Synonyms:N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

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Chemical Property of N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

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Technology Process of N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

There total 13 articles about N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide 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: 53.0%

: 1256449-40-7
2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}-N-(1-sobutoxyethoxy)pyrimidine-5-carboxamide

: 1256448-28-8
N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1021/jm101177s

Reference yield:

: 2256715-14-5,273206-92-1,1453252-65-7
(1s,5r)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

: 1256448-28-8
N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: methanol / 3 h / 20 °C / Inert atmosphere

1.2: 0.17 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere

4.1: methanol; water; sodium hydroxide / tetrahydrofuran / 18 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With hydrogenchloride; methanol; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm101177s

Reference yield:

: 1256448-68-6
N-(4-bromobenzyl)-3-azabicyclo[3.1.0]hexan-6-amine hydrochloride

: 1256448-28-8
N-hydroxy-2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere

2: methanol; water; sodium hydroxide / tetrahydrofuran / 18 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

4: hydrogenchloride / 1,4-dioxane; dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With hydrogenchloride; methanol; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm101177s