(R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine

Base Information

• Chemical Name: (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine
• CAS No.: 1192811-10-1
• Molecular Formula: C₁₉H₂₀ClN₅O
• Molecular Weight: 369.854
• Mol file: 1192811-10-1.mol

Synonyms:(R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine

Chemical Property of (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine

There total 6 articles about (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine 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: 46.0%

4-(3-chlorophenyl)-6-isothiocyanatopyrimidine + (S)-3-(aminomethyl)quinuclidin-3-ol dihydrochloride salt → (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine (1192811-10-1)

Guidance literature:

4-(3-chlorophenyl)-6-isothiocyanatopyrimidine; (S)-3-(aminomethyl)quinuclidin-3-ol dihydrochloride salt; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

With diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

Reference yield:

(S)-(3-((benzyloxycarbonylamino)methyl)-3-hydroxy-1-azabicyclo[2.2.2]octan-1-yl)trihydroborate → (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine (1192811-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; acetone / 0.53 h / 20 °C / Cooling with ice

1.2: 20 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 18 h / 20 °C

With hydrogenchloride; caesium carbonate; In water; N,N-dimethyl-formamide; acetone;

Reference yield:

(3-(aminomethyl)-3-hydroxy-1-ammoniobicyclo[2.2.2]octan-1-yl)trihydroborate (128653-87-2) → (R)-N-(6-(3-chlorophenyl)pyrimidin-4-yl)-4H-1'-azaspiro[oxazole-5,3'-bicyclo[2.2.2]octan]-2-amine (1192811-10-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium carbonate / dichloromethane / 0.67 h / 20 °C

2.1: carbon dioxide / acetonitrile; methanol

3.1: hydrogenchloride / water; acetone / 0.53 h / 20 °C / Cooling with ice

3.2: 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.2: 18 h / 20 °C

With hydrogenchloride; carbon dioxide; sodium carbonate; caesium carbonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;

upstream raw materials:

(3-(aminomethyl)-3-hydroxy-1-ammoniobicyclo[2.2.2]octan-1-yl)trihydroborate

(3-((benzyloxycarbonylamino)methyl)-3-hydroxy-1-azabicyclo[2.2.2]octan-1-yl)trihydroborate

3-chlorophenylboronic acid

6-(3-chlorophenyl)pyrimidin-4-ylamine