methyl 4-iodo-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: methyl 4-iodo-1H-pyrazole-3-carboxylate
• CAS No.: 136944-79-1
• Molecular Formula: C5H5IN2O2
• Molecular Weight: 252.011
• European Community (EC) Number: 866-671-4
• DSSTox Substance ID: DTXSID40568619
• Nikkaji Number: J1.295.917F
• Wikidata: Q82454923
• Mol file: 136944-79-1.mol

Synonyms:methyl 4-iodo-1H-pyrazole-3-carboxylate;136944-79-1;methyl 4-iodo-1H-pyrazole-5-carboxylate;4-Iodo-1H-pyrazole-3-carboxylic acid methyl ester;1H-Pyrazole-3-carboxylic acid, 4-iodo-, methyl ester;SCHEMBL19780563;DTXSID40568619;AMY38624;MFCD26797330;AKOS005167546;AKOS025141919;DS-3558;methyl4-iodo-1H-pyrazole-3-carboxylate;CS-0035752;EN300-137314;Y10747;A886595

Chemical Property of methyl 4-iodo-1H-pyrazole-3-carboxylate

Chemical Property:

• PSA: 54.98000
• LogP: 0.80090
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 251.93957
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

97% ^*data from raw suppliers

methyl4-iodo-1H-pyrazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=NN1)I

Technology Process of methyl 4-iodo-1H-pyrazole-3-carboxylate

There total 1 articles about methyl 4-iodo-1H-pyrazole-3-carboxylate 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: 91.0%

methyl 1H-pyrazole 3-carboxylate (15366-34-4) → 4-iodo-1H-pyrazole-3-carboxylic acid methyl ester (136944-79-1)

Guidance literature:

With iodine; silver methanesulfonate; In acetonitrile; at 23 ℃; for 13h; Reagent/catalyst;

DOI:10.1021/acs.orglett.1c01530

Reference yield: 96.0%

1-benzyloxy-3-benzyloxy-2acetyloxymethoxypropane (84245-11-4) + 4-iodo-1H-pyrazole-3-carboxylic acid methyl ester (136944-79-1) → 4-iodo-3-methoxycarbonyl-1-{[1,3-bis(benzyloxy)-2-propoxy]methyl}-pyrazole (273410-26-7)

Guidance literature:

4-iodo-1H-pyrazole-3-carboxylic acid methyl ester; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; In acetonitrile; for 0.25h; Heating;

1-benzyloxy-3-benzyloxy-2acetyloxymethoxypropane; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 1.5h; Heating;

DOI:10.1080/15257770008035019

Reference yield: 92.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 4-iodo-1H-pyrazole-3-carboxylic acid methyl ester (136944-79-1) → methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate (138786-93-3)

Guidance literature:

With chloro-trimethyl-silane; trifluorormethanesulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/jm7009952

upstream raw materials:

methyl 1H-pyrazole 3-carboxylate

Downstream raw materials:

methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate

4-iodo-3-methoxycarbonyl-1-{[1,3-bis(benzyloxy)-2-propoxy]methyl}-pyrazole