3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile

Base Information

• Chemical Name: 3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile
• CAS No.: 1380434-55-8
• Molecular Formula: C₁₈H₂₂N₄O
• Molecular Weight: 310.399
• Mol file: 1380434-55-8.mol

Synonyms:3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile

Chemical Property of 3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile

There total 1 articles about 3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile 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:

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde (50675-18-8) + C12H12N4 → 3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile (1380434-55-8)

Guidance literature:

With 2-picoline borane complex; In methanol; acetic acid; at 20 ℃; for 16h;

DOI:10.1021/jm300259r

Reference yield:

3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]pyrazolo[1,5-a]pyridine-2-carbonitrile (1380434-55-8) → 3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]-7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]pyrazolo[1,5-a]pyridine-2-carbonitrile (1380434-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -90 °C / Inert atmosphere

1.2: 2 h / -78 - -40 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; toluene / 3 h / 90 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium carbonate; In tetrahydrofuran; ethanol; hexane; toluene; 2.1: Suzuki coupling;

DOI:10.1021/jm300259r

upstream raw materials:

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

Downstream raw materials:

3-[(cyclopropylmethyl)[(tetrahydro-2H-pyran-4-yl)methyl]-amino]-7-[2,6-dimethoxy-4-(methoxymethyl)phenyl]pyrazolo[1,5-a]pyridine-2-carbonitrile