Methyl 4-(1H-pyrazol-1-yl)benzoate

Base Information

• Chemical Name: Methyl 4-(1H-pyrazol-1-yl)benzoate
• CAS No.: 400750-29-0
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.2093
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID90359574
• Wikidata: Q82140842
• Mol file: 400750-29-0.mol

Synonyms:Methyl 4-(1H-pyrazol-1-yl)benzoate;400750-29-0;methyl 4-pyrazol-1-ylbenzoate;Methyl 4-(1H-pyrazol-1-yl)benzenecarboxylate;SCHEMBL62700;DTXSID90359574;AGOPDJQWCXROJG-UHFFFAOYSA-N;HMS1595N14;Methyl4-(1H-pyrazol-1-yl)benzoate;MFCD01821225;AKOS002310329;EA-0702;A873477;Z66462847

Chemical Property of Methyl 4-(1H-pyrazol-1-yl)benzoate

Chemical Property:

• Melting Point: 119～121℃
• Boiling Point: 319.3±25.0 °C(Predicted)
• PKA: -0.36±0.10(Predicted)
• PSA: 44.12000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 1.65890
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 4-(1H-pyrazol-1-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)N2C=CC=N2

Technology Process of Methyl 4-(1H-pyrazol-1-yl)benzoate

There total 4 articles about Methyl 4-(1H-pyrazol-1-yl)benzoate 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: 96.0%

NH-pyrazole (288-13-1) + methyl 4-iodobenzoate (619-44-3) → methyl 4-(1H-pyrazol-1-yI)benzenecarboxylate (400750-29-0)

Guidance literature:

With quebrachitol; copper; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 10h; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.9b00997

Reference yield: 93.0%

NH-pyrazole (288-13-1) + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 4-(1H-pyrazol-1-yI)benzenecarboxylate (400750-29-0)

Guidance literature:

With potassium phosphate; benzoin oxime; copper diacetate; In dimethyl sulfoxide; at 80 ℃; Inert atmosphere;

DOI:10.3390/molecules24224177

Reference yield: 20.0%

NH-pyrazole (288-13-1) + methyl 4-flurobenzoate (403-33-8) → methyl 4-(1H-pyrazol-1-yI)benzenecarboxylate (400750-29-0)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 44h;

upstream raw materials:

NH-pyrazole

methyl 4-flurobenzoate

methyl 4-iodobenzoate

4-methoxycarbonylphenyl bromide

Downstream raw materials:

4-(1H-pyrazol-1-yl)phenylmethyl chloride

(R)-tert-butyl 3-(4-(1H-pyrazol-1-yl)benzamido)pyrrolidine-1-carboxylate

Refernces

• 1、 Zhou, Qifan,Du, Fangyu,Chen, Yuanguang,Fu, Yang,Sun, Wenjiao,Wu, Ying,Chen, Guoliang. "L -(-) -Quebrachitol as a Ligand for Selective Copper(0)-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles". . p. 8160 - 8167. Retrieved 2019/06/28.
• 2、 Taywade, Amol,Chavan, Snehal,Ulhe, Avinash,Berad, Baliram. "Unique CuI-pyridine based ligands catalytic systems for N-arylation of indoles and other heterocycles". supporting information. p. 1443 - 1453. Retrieved 2018/06/01.