5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole

Base Information

• Chemical Name: 5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole
• CAS No.: 419550-79-1
• Molecular Formula: C₁₁H₁₃N₃O
• Molecular Weight: 203.244
• Mol file: 419550-79-1.mol

Synonyms:5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole

Chemical Property of 5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole

Chemical Property:

Purity/Quality:

>96% ^*data from raw suppliers

4-(4-Methoxyphenyl)-3-methyl-1H-pyrazol-5-amine 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-(4-Methoxyphenyl)-5-methyl-1H-pyrazol-3-amine is useful in the preparation of Pyrazolopyrimidinone compounds for the inhibition of PASK

Technology Process of 5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole

There total 7 articles about 5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole 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: 87.0%

4-bromo-5-methyl-1H-pyrazol-3-amine (1780-72-9) + 4-methoxyphenylboronic acid (5720-07-0) → 5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole (419550-79-1)

Guidance literature:

With XPhos Pd G₂; potassium carbonate; XPhos; In ethanol; water; at 120 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/acs.joc.6b02306

Reference yield: 84.0%

2-(4-methoxyphenyl)-3-oxobutanenitrile (63895-78-3,5219-00-1) → 5-amino-3-methyl-4-(4-methoxyphenyl)-1Н-pyrazole (419550-79-1)

Guidance literature:

With hydrazine hydrate; acetic acid; In toluene; Reflux;

Reference yield: 71.0%

2-(4-methoxyphenyl)-3-oxobutanenitrile (63895-78-3,5219-00-1) → 3-amino-5-methyl-4-(4-methoxyphenyl)-1Н-pyrazole (419550-79-1)

Guidance literature:

With hydrazine hydrate; acetic acid; In ethanol; at 50 ℃; for 7h; Reflux;

DOI:10.1134/S1070428014030191

upstream raw materials:

2-(4-methoxyphenyl)-3-oxobutanenitrile

p-methoxybenzylnitrile

4-bromo-5-methyl-1H-pyrazol-3-amine

4-methoxyphenylboronic acid

Downstream raw materials:

C₁₆H₂₁N₃O₃

(S)-(1-(3-(4-methoxyphenyl)-7-phenyl-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)pyrrolidin-2-yl)methanol

5-chloro-3-(4-methoxyphenyl)-7-phenyl-2-methylpyrazolo[1,5-a]pyrimidine

(S)-(1-(3-(4-methoxyphenyl)-7-(3-(trifluoromethyl)phenyl)-2-methylpyrazolo[1,5-a]pyrimidin-5-yl)pyrrolidin-2-yl)methanol

Refernces

• 1、 Emelina,Petrov,Filyukov. "Structure and tautomerism of 4-substituted 3(5)-aminopyrazoles in solution and in the solid state: NMR study and Ab initio calculations". . p. 412 - 421. Retrieved 2014/06/09.
• 2、 Petrov,Kasatochkin,Emelina. "Study of regioselectivity of reactions between 3(5)-aminopyrazoles and 2-acetylcycloalkanones". . p. 1111 - 1120. Retrieved 2013/01/15.