150017-46-2

Basic information

• Product Name: 1H-Pyrazole-4-carboxylicacid,1-amino-,methylester(9CI)
• Synonyms: 1H-Pyrazole-4-carboxylicacid,1-amino-,methylester(9CI);1H-Pyrazole-4-carboxylicacid,1-aMino-,Methylester;Methyl 1-aMino-1H-pyrazole-4-carboxylate
• CAS NO: 150017-46-2
• Molecular Formula: C5H7N3O2
• Molecular Weight: 141.13
• Product Categories: CARBOXYLICESTER;AMINOACID
• Mol File: 150017-46-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 291.9±32.0 °C(Predicted)
• Appearance: /
• Density: 1.41±0.1 g/cm3(Predicted)
• Refractive Index: 1.599
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2.09±0.10(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-4-carboxylicacid,1-amino-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylicacid,1-amino-,methylester(9CI)(150017-46-2)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylicacid,1-amino-,methylester(9CI)(150017-46-2)

Safety Data

• Hazardous Substances Data: 150017-46-2(Hazardous Substances Data)

Usage

Structure

Methyl ester derivative of 1H-pyrazole-4-carboxylic acid with an amino group at the 1-position

Usage

Building block in organic synthesis and pharmaceutical research

Safety

Handle with care and in accordance with proper safety protocols

InChI:InChI=1/C5H7N3O2/c1-10-5(9)4-2-7-8(6)3-4/h2-3H,6H2,1H3

Upstream product

• 51105-90-9 methyl pyrazole-4-carboxylate 
• 875554-08-8 methyl 1-trityl-1H-pyrazole-4-carboxylate 

Relevant articles and documents

Reaction Scope of Methyl 1,2,3-Triazine-5-carboxylate with Amidines and the Impact of C4/C6 Substitution

A comprehensive study of the reaction scope of methyl 1,2,3-triazine-5-carboxylate (3a) with alkyl and aryl amidines is disclosed, reacting at room temperature at remarkable rates (5 min, 0.1 M in CH3CN) nearly 10000-fold faster than that of unsubstituted 1,2,3-triazine and providing the product pyrimidines in high yields. C4 Methyl substitution of the 1,2,3-triazine (3b) had little effect on the rate of the reaction, whereas C4/C6 dimethyl substitution (3c) slowed the room-temperature reaction (24 h, 0.25 M) but displayed an unaltered scope, providing the product pyrimidines in similarly high yields. Measured second-order rate constants of the reaction of 3a-c, the corresponding nitriles 3e and 3f, and 1,2,3-triazine itself (3d) with benzamidine and substituted derivatives quantitated the remarkable reactivity of 3a and 3e, verified the inverse electron demand nature of the reaction (Hammett ρ = -1.50 for substituted amidines, ρ = +7.9 for 5-substituted 1,2,3-triazine), and provided a quantitative measure of the impact of 4-methyl and 4,6-dimethyl substitution on the reactivity of the methyl 1,2,3-triazine-5-carboxylate and 5-cyano-1,2,3-triazine core heterocycles.

1,2,3-Triazines, IV. - Synthesis of 1,2,3-Triazinecarboxylates

1,2,3-Triazinecarboxylates 5 have been prepared by rearrangement of the cyclopropenyl azides 6 as well as by oxidation of the 1-aminopyrazoles 9, 10.Reaction of 1-aminopyrazole-5-carboxylates 10 with triethyl orthoformate (19) and ammonia affords pyrazolotriazin-4-ones 18 Key Words: 1,2,3-Triazines / Cyclopropenyl azides / Pyrazoles / Pyrazolotriazines