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

Base Information

Chemical Name:2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}-N-(1-sobutoxyethoxy)pyrimidine-5-carboxamide
CAS No.:1256449-40-7
Molecular Formula:C₂₃H₃₀BrN₅O₃
Molecular Weight:504.427
Hs Code.:

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

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Chemical Property of 2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}-N-(1-sobutoxyethoxy)pyrimidine-5-carboxamide

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Technology Process of 2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}-N-(1-sobutoxyethoxy)pyrimidine-5-carboxamide

There total 11 articles about 2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}-N-(1-sobutoxyethoxy)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:

: 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

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

Guidance literature:: Multi-step reaction with 5 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

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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm101177s

Reference yield:

: 1256449-39-4
ethyl 2-{6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hex-3-yl}pyrimidine-5-carboxylate

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 1256449-38-3
tert-butyl 6-[(4-bromobenzyl)amino]-3-azabicyclo[3.1.0]hexane-3-carboxylate

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

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 16 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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm101177s