3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride

Base Information

• Chemical Name: 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride
• CAS No.: 118432-12-5
• Molecular Formula: C₂₁H₂₅N₃O₂*ClH
• Molecular Weight: 387.909
• Mol file: 118432-12-5.mol

Synonyms:3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride

Chemical Property of 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride

There total 6 articles about 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride 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: 75.0%

methyl 2-benzylidene-3-oxobutanoate (15768-07-7) + 5-amino-3-cyclopentyl-1-methylpyrazole (92406-39-8) → 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride (118432-12-5)

Guidance literature:

In tert-butyl alcohol; at 80 ℃; for 24h;

DOI:10.1248/cpb.35.3235

Reference yield:

3-cyclopentyl-3-oxopropanenitrile (95882-33-0) → 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride (118432-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74.4 percent / ethanol / 5 h / Heating

2: 75 percent / 2-methyl-propan-2-ol / 24 h / 80 °C

In ethanol; tert-butyl alcohol;

DOI:10.1248/cpb.35.3235

Reference yield:

methyl 3-cyclopentyl-4,7-dihydro-6-methyl-4-phenylisoxazolo<5,4-b>pyridine-5-carboxylate (118431-52-0) → 3-Cyclopentyl-1,6-dimethyl-4-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester; hydrochloride (118432-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.6 percent / H₂ / PtO₂ / ethyl acetate / 6 h / Ambient temperature

2: 1.) POCl₃ / 1.) CH₂Cl₂, 25 deg C, 20 h; 2.) CH₂Cl₂, 25 deg C, 20 h; reflux, 4 h

With hydrogen; trichlorophosphate; platinum(IV) oxide; In ethyl acetate;

DOI:10.1248/cpb.35.3235

upstream raw materials:

methyl 2-benzylidene-3-oxobutanoate

5-amino-3-cyclopentyl-1-methylpyrazole

5-[1-Amino-1-cyclopentyl-meth-(Z)-ylidene]-2-methyl-6-oxo-4-phenyl-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester

methylhydrazine