Production Method 1

1114523-56-6

929617-30-1

Reaction Conditions

1.1 Reagents: Hydrazine Solvents: Ethylene glycol ;  3.5 h, 165 °C

Reference

Preparation of pyrazolo[3,4-c]pyridine compounds as Pim kinase inhibitors useful for treating disorders such as cancer

, United States, , ,

Production Method 2

1114523-56-6

929617-30-1

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethylene glycol ;  3.5 h, 165 °C

Reference

Heteroarylpyridone and azapyridone compounds as inhibitors of BTK activity and their preparation

, World Intellectual Property Organization, , ,

Production Method 3

929617-30-1

Reaction Conditions

Reference

Inhibitors of Akt activity

, World Intellectual Property Organization, , ,

Production Method 4

1114523-56-6

929617-30-1

Reaction Conditions

1.1 Reagents: Hydrazine Solvents: 1,2-Dimethoxyethane ;  rt; 3.5 h, 165 °C

Reference

A facile method for the synthesis of substituted pyrazolo[3,4-c]pyridines

Verma, Sharad K.; LaFrance, Louis V., Tetrahedron Letters, 2009, 50(4), 383-385

Production Method 5

1114523-56-6

929617-30-1

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethylene glycol ;  4 h, 165 °C

Reference

Preparation of indazoles for treating hyperproliferative diseases

, World Intellectual Property Organization, , ,

Production Method 6

1114523-56-6

929617-30-1

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethylene glycol ;  72 h, 120 °C

Reference

Preparation of pyrazolopyridines as T-type calcium channel antagonists and uses thereof

, World Intellectual Property Organization, , ,

Production Method 7

1114523-56-6

929617-30-1

Reaction Conditions

1.1 Reagents: Hydrazine Solvents: 1-Butanol ;  2 h, 180 °C

Reference

Discovery of a novel 2,3-dimethylimidazo[1,2-a]pyrazine-6-carboxamide M4 positive allosteric modulator (PAM) chemotype

Temple, Kayla J.; Engers, Julie L.; Long, Madeline F.; Watson, Katherine J.; Chang, Sichen; et al, Bioorganic & Medicinal Chemistry Letters, 2020, 30(3),

Production Method 8

929617-29-8

929617-30-1

Reaction Conditions

1.1 Reagents: Sodium nitrite Solvents: Acetic acid ,  Water ;  15 min, rt; 1 d, rt

Reference

Design and synthesis of pyridine-pyrazolopyridine-based inhibitors of protein kinase B/Akt

Zhu, Gui-Dong; Gong, Jianchun; Gandhi, Viraj B.; Woods, Keith; Luo, Yan; et al, Bioorganic & Medicinal Chemistry, 2007, 15(6), 2441-2452

5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine Raw materials

• 6-Bromo-4-ethylpyridin-3-amine
• 1-(2-Bromo-5-fluoropyridin-4-yl)ethanone

5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine Preparation Products

• 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine (929617-30-1)

• 1. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 2. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 3. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
• 4. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 5. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
  Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives 2-halopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines 2-halopyridines

• 1434054-04-2(5-Bromo-2,3-dimethyl-2H-pyrazolo[3,4-c]pyridine)
• 1434054-03-1(5-Bromo-1,3-dimethyl-1H-pyrazolo[3,4-c]pyridine)
• 1256836-53-9(5-Bromo-3-(trifluoromethyl)-1H-pyrazolo[3,4-c]pyridine)
• 2406255-68-1(5-Bromo-1H-pyrazolo[3,4-c]pyridine-3-carbaldehyde)
• 2055840-60-1(5-Bromo-3-methyl-1H-pyrazolo[4,3-b]pyridine)
• 1072249-89-8(3-Methyl-1H-pyrazolo[3,4-c]pyridine)
• 929617-35-6(5-bromo-1H-pyrazolo[3,4-c]pyridine)
• 1638766-93-4(6-Bromo-3-methyl-1H-pyrazolo[4,3-c]pyridine)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)