Production Method 1

870822-87-0

870822-88-1

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid monohydrate ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  10 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Dimethyl carbonate ,  Water ;  1 h, rt

Reference

Discovery of a novel glucagon receptor antagonist N-[(4-{(1S)-1-[3-(3, 5-dichlorophenyl)-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl]ethyl}phenyl)carbonyl]-β-alanine (MK-0893) for the treatment of type II diabetes

Xiong, Yusheng; et al, Journal of Medicinal Chemistry, 2012, 55(13), 6137-6148

Production Method 2

870822-87-0

870822-88-1

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  rt; 3 h, rt

Reference

Design, synthesis, structure-activity relationships, and docking studies of pyrazole-containing derivatives as a novel series of potent glucagon receptor antagonists

Shu, Shuangjie; et al, Bioorganic & Medicinal Chemistry, 2016, 24(12), 2852-2863

Production Method 3

870-46-2

38430-55-6

870822-88-1

Reaction Conditions

1.1 Catalysts: Acetic acid Solvents: Toluene ;  overnight, 80 °C
2.1 Reagents: p-Toluenesulfonic acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  rt; 3 h, rt

Reference

Design, synthesis, structure-activity relationships, and docking studies of pyrazole-containing derivatives as a novel series of potent glucagon receptor antagonists

Shu, Shuangjie; et al, Bioorganic & Medicinal Chemistry, 2016, 24(12), 2852-2863

Production Method 4

870822-87-0

870822-88-1

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  3 h, rt

Reference

A novel series of 4-methyl substituted pyrazole derivatives as potent glucagon receptor antagonists: Design, synthesis and evaluation of biological activities

Shu, Shuangjie; et al, Bioorganic & Medicinal Chemistry, 2018, 26(8), 1896-1908

Production Method 5

870-46-2

38430-55-6

870822-88-1

Reaction Conditions

1.1 Catalysts: Acetic acid Solvents: Toluene ;  overnight, 80 °C
2.1 Reagents: p-Toluenesulfonic acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  3 h, rt

Reference

A novel series of 4-methyl substituted pyrazole derivatives as potent glucagon receptor antagonists: Design, synthesis and evaluation of biological activities

Shu, Shuangjie; et al, Bioorganic & Medicinal Chemistry, 2018, 26(8), 1896-1908

Production Method 6

870-46-2

38430-55-6

870822-88-1

Reaction Conditions

1.1 Solvents: Toluene ;  overnight, 80 °C
2.1 Reagents: p-Toluenesulfonic acid monohydrate ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  10 h, rt
2.2 Reagents: Sodium hydroxide Solvents: Dimethyl carbonate ,  Water ;  1 h, rt

Reference

Discovery of a novel glucagon receptor antagonist N-[(4-{(1S)-1-[3-(3, 5-dichlorophenyl)-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl]ethyl}phenyl)carbonyl]-β-alanine (MK-0893) for the treatment of type II diabetes

Xiong, Yusheng; et al, Journal of Medicinal Chemistry, 2012, 55(13), 6137-6148

Production Method 7

586-89-0

870822-88-1

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Ethanol ;  cooled; 3 h, 80 °C
2.1 Catalysts: Acetic acid Solvents: Toluene ;  overnight, 80 °C
3.1 Reagents: p-Toluenesulfonic acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  3 h, rt

Reference

A novel series of 4-methyl substituted pyrazole derivatives as potent glucagon receptor antagonists: Design, synthesis and evaluation of biological activities

Shu, Shuangjie; et al, Bioorganic & Medicinal Chemistry, 2018, 26(8), 1896-1908

Production Method 8

586-89-0

870822-88-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ;  0 °C; 3 h, 80 °C
2.1 Catalysts: Acetic acid Solvents: Toluene ;  overnight, 80 °C
3.1 Reagents: p-Toluenesulfonic acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ;  rt; 3 h, rt

Reference

Design, synthesis, structure-activity relationships, and docking studies of pyrazole-containing derivatives as a novel series of potent glucagon receptor antagonists

Shu, Shuangjie; et al, Bioorganic & Medicinal Chemistry, 2016, 24(12), 2852-2863

Tert-Butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate Raw materials

• (tert-butoxy)carbohydrazide
• 4-Acetylbenzoic acid
• Ethyl 4-acetylbenzoate
• (Z)-Tert-butyl 2-(1-(4-(methoxycarbonyl)phenyl)ethylidene)hydrazinecarboxylate

Tert-Butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate Preparation Products

• Tert-Butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate (870822-88-1)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

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