(S)-2-(((1H-1,2,3-triazol-4⁽⁵⁾-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide

Base Information

• Chemical Name: (S)-2-(((1H-1,2,3-triazol-4⁽⁵⁾-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide
• CAS No.: 1240522-58-0
• Molecular Formula: C₂₂H₂₄FN₉O
• Molecular Weight: 449.491

Synonyms:(S)-2-(((1H-1,2,3-triazol-4⁽⁵⁾-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide

Chemical Property of (S)-2-(((1H-1,2,3-triazol-4⁽⁵⁾-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide

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Technology Process of (S)-2-(((1H-1,2,3-triazol-4⁽⁵⁾-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide

There total 5 articles about (S)-2-(((1H-1,2,3-triazol-4⁽⁵⁾-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide 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: 29.0%

1H-1,2,3-triazole-4(5)-carbaldehyde (16681-68-8) + (S)-2-amino-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide (1240522-49-9) → (S)-2-(((1H-1,2,3-triazol-4(5)-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide (1240522-58-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 70 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ml4000854

Reference yield:

Boc-Phe(p-F) (41153-30-4,57292-45-2,79561-25-4,129101-25-3) → (S)-2-(((1H-1,2,3-triazol-4(5)-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide (1240522-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 6 h / 50 °C

1.2: HPLC columh / 0.75 h

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 12 h / 70 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/ml4000854

Reference yield:

4-(5-amino-1-methyl-1H-pyrazol-3-yl)-N-methylpyridin-2-amine (1240522-47-7) → (S)-2-(((1H-1,2,3-triazol-4(5)-yl)methyl)amino)-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide (1240522-58-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 6 h / 50 °C

1.2: HPLC columh / 0.75 h

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 12 h / 70 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/ml4000854

upstream raw materials:

4-(5-amino-1-methyl-1H-pyrazol-3-yl)-N-methylpyridin-2-amine

Boc-Phe(p-F)

1H-1,2,3-triazole-4⁽⁵⁾-carbaldehyde

(S)-2-amino-3-(4-fluorophenyl)-N-(1-methyl-3-(2-(methylamino)pyridin-4-yl)-1H-pyrazol-5-yl)propanamide

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