5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine

Base Information

• Chemical Name: 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine
• CAS No.: 1360550-78-2
• Molecular Formula: C₂₂H₂₄N₈O
• Molecular Weight: 416.486
• Mol file: 1360550-78-2.mol

Synonyms:5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine

Chemical Property of 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine

There total 8 articles about 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine 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:

2-{2-[4-(3-{(R)-1-[4-(2-amino-pyrimidin-5-yl)-phenyl]-1-cyclopropyl-ethyl}-[1,2,4]oxadiazol-5-yl)-pyrazol-1-yl]-ethyl}-isoindole-1,3-dione (1360552-61-9) → 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine (1360550-78-2)

Guidance literature:

With hydrazine; In tetrahydrofuran; ethanol; at 50 ℃; for 2h;

Reference yield:

(4-bromophenyl)(cyclopropyl)methanone (6952-89-2) → 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine (1360550-78-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tetrahydrofuran; diethyl ether / 2.17 h / -78 - 20 °C

1.2: 20 °C

2.1: indium(III) bromide / dichloromethane / 0.5 h / -78 °C

2.3: 20 °C

3.1: ChiralPak AY-H 300x20mm SFC column / ethanol / Resolution of racemate

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 24 h / 80 °C

5.1: hydroxylamine; potassium hydroxide / water / 48 h / 85 °C

6.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 20 - 50 °C

6.2: 24 h / Reflux

6.3: 2 h / 90 °C

7.1: caesium carbonate / N,N-dimethyl-formamide

8.1: hydrazine / tetrahydrofuran; ethanol / 2 h / 50 °C

With indium(III) bromide; hydroxylamine; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; potassium hydroxide; hydrazine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

(R)-2-(4-bromo-phenyl)-2-cyclopropylpropionitrile (1360551-90-1) → 5-[4-((R)-1-{5-[1-(2-aminoethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}-1-cyclopropylethyl)phenyl]pyrimidin-2-ylamine (1360550-78-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 24 h / 80 °C

2.1: hydroxylamine; potassium hydroxide / water / 48 h / 85 °C

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 20 - 50 °C

3.2: 24 h / Reflux

3.3: 2 h / 90 °C

4.1: caesium carbonate / N,N-dimethyl-formamide

5.1: hydrazine / tetrahydrofuran; ethanol / 2 h / 50 °C

With hydroxylamine; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; potassium hydroxide; hydrazine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

(4-bromophenyl)(cyclopropyl)methanone

2-{2-[4-(3-{(R)-1-[4-(2-amino-pyrimidin-5-yl)-phenyl]-1-cyclopropyl-ethyl}-[1,2,4]oxadiazol-5-yl)-pyrazol-1-yl]-ethyl}-isoindole-1,3-dione

5-(4-{(R)-1-cyclopropyl-1-[5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazol-3-yl]ethyl}phenyl)pyrimidin-2-ylamine

1-(4-bromophenyl)-1-cyclopropylethan-1-ol

Refernces