Methyl 1h-pyrazolo[4,3-b]pyridine-6-carboxylate

Base Information

• Chemical Name: Methyl 1h-pyrazolo[4,3-b]pyridine-6-carboxylate
• CAS No.: 1301214-72-1
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• Mol file: 1301214-72-1.mol

Synonyms:Methyl 1h-pyrazolo[4,3-b]pyridine-6-carboxylate

Chemical Property of Methyl 1h-pyrazolo[4,3-b]pyridine-6-carboxylate

Chemical Property:

• Boiling Point: 336.5±22.0 °C(Predicted)
• PKA: 9.37±0.40(Predicted)
• PSA: 67.87000
• Density: 1.403±0.06 g/cm3(Predicted)
• LogP: 0.74450
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl1H-pyrazolo[4,3-b]pyridine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1h-pyrazolo[4,3-b]pyridine-6-carboxylate

There total 1 articles about Methyl 1h-pyrazolo[4,3-b]pyridine-6-carboxylate 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:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → 1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid methyl ester (1301214-72-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

1.2: 2 h / 100 °C

2.1: hydrogenchloride; water / 18 h / Reflux

2.2: 0 °C

3.1: hydrogenchloride; iron / ethanol; water / 40 °C / Reflux

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: acetic anhydride; potassium acetate; acetic acid / chloroform / 0.25 h / 20 °C

5.2: 40 - 60 °C

5.3: 0 - 20 °C

6.1: triethylamine / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium dichloride / acetonitrile / 18 h / 100 °C / 15001.5 Torr

With hydrogenchloride; water; potassium acetate; acetic anhydride; iron; sodium hydride; acetic acid; triethylamine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium dichloride; In ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield: 21.0%

1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid methyl ester (1301214-72-1) → 1H-pyrazolo[4,3-b] pyridine-6-carboxylic acid (1256807-59-6)

Guidance literature:

1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid methyl ester; With water; sodium hydroxide; In methanol; at 0 - 20 ℃;

With hydrogenchloride; In water; pH=5 - 6;

Reference yield:

1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid methyl ester (1301214-72-1) → 1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid 4-(piperidine-1-sulfonyl)benzylamide (1453174-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / 20 °C

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In N,N-dimethyl-formamide;

upstream raw materials:

5-bromo-2-chloro-3-nitropyridine

Downstream raw materials:

1H-pyrazolo[4,3-b] pyridine-6-carboxylic acid

1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid 4-(piperidine-1-sulfonyl)benzylamide

methyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(morpholine-4-carbonyl)-1H-indazol-3-yl)benzoate

4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-6-(morpholine-4-carbonyl)-1H-indazol-3-yl)benzoic acid