ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate
• CAS No.: 137278-69-4
• Molecular Formula: C₁₃H₁₄FN₃O₂
• Molecular Weight: 263.271
• DSSTox Substance ID: DTXSID70569376
• Wikidata: Q82456512
• Mol file: 137278-69-4.mol

Synonyms:137278-69-4;ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate;ethyl 5-amino-1-[(2-fluorophenyl)methyl]pyrazole-4-carboxylate;Ethyl 5-amino-1-[(2-fluorophenyl)methyl]-1H-pyrazole-4-carboxylate;F2161-0044;DTXSID70569376;AKOS015957425;CCG-282554;EN300-236986;ethyl5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate

Chemical Property of ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 263.10700486
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

97% ^*data from raw suppliers

Ethyl5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=C1)CC2=CC=CC=C2F)N
• Uses: Ethyl 5-Amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate is used as a reactant in the synthesis of 7,?8-?dihydro-?6H-?pyrazolo[3,?4-?b]?quinolin-?5-?ones and related derivatives.

Technology Process of ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-carboxylate

There total 1 articles about ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-4-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: 88.0%

(2-fluorobenzyl)hydrazine (51859-98-4) + ethyl (ethoxymethylene)cyanoacetate (94-05-3,42466-69-3) → 5-Amino-4-ethoxycarbonyl-1-(2-fluorobenzyl)pyrazole (137278-69-4)

Guidance literature:

Reference yield: 59.0%

1,3-cylohexanedione (504-02-9) + 5-Amino-4-ethoxycarbonyl-1-(2-fluorobenzyl)pyrazole (137278-69-4) → 4-Ethoxycarbonyl-1-(2-fluorobenzyl)-5-<(3-oxo-1-cyclohexen-1-yl)amino>pyrazole (137278-77-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 24h; Heating;

Reference yield:

5-Amino-4-ethoxycarbonyl-1-(2-fluorobenzyl)pyrazole (137278-69-4) → 1-(2-Fluorobenzyl)-7,8-dihydro-6H,9H-pyrazolo<3,4-b>quinoline-4,5-dione (137279-15-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / p-TsOH*H₂O / toluene / 24 h / Heating

2: 80 percent / 15percent aq. NaOH / 4 h / Heating

3: 80 percent / polyphosphoric ester (PPE) / acetonitrile / 2 h / Heating

With sodium hydroxide; polyphosphoric ester; toluene-4-sulfonic acid; In toluene; acetonitrile;

upstream raw materials:

(2-fluorobenzyl)hydrazine

ethyl (ethoxymethylene)cyanoacetate

Downstream raw materials:

4-Ethoxycarbonyl-1-(2-fluorobenzyl)-5-<(3-oxo-1-cyclohexen-1-yl)amino>pyrazole

1-(2-Fluorobenzyl)-7,8-dihydro-6H,9H-pyrazolo<3,4-b>quinoline-4,5-dione

7-(2-Fluorobenzyl)-4,5-dihydro-3H-isoxazolo<5,4,3-de>pyrazolo<3,4-b>quinoline

4-Carboxy-1-(2-fluorobenzyl)-5-<(3-oxo-1-cyclohexen-1-yl)amino>pyrazole