Ethyl 4-amino-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-amino-1H-pyrrole-2-carboxylate
• CAS No.: 67318-12-1
• Molecular Formula: C7H10N2O2
• Molecular Weight: 154.169
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10297303
• Wikidata: Q72441846
• Mol file: 67318-12-1.mol

Synonyms:Ethyl 4-amino-1H-pyrrole-2-carboxylate;67318-12-1;4-amino-1H-pyrrole-2-carboxylic acid ethyl ester;Ethyl 4-Aminopyrrole-2-carboxylate;MFCD09258628;SCHEMBL3728572;DTXSID10297303;AKOS010563108;Ethyl4-amino-1H-pyrrole-2-carboxylate;MB07081;AM101125;DS-10940;SY027703;CS-0043955;FT-0653699;EN300-147479;1H-Pyrrole-2-carboxylicacid,4-amino-,ethyl ester;A835708;7-Bromo-2,1,3-benzothiadiazole-4-sulfonylchloride;ethyl 4-amino-1H-pyrrole-2-carboxylate

Chemical Property of Ethyl 4-amino-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 4.91E-05mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 348.8 °C at 760 mmHg
• PKA: 15.93±0.50(Predicted)
• Flash Point: 164.7 °C
• PSA: 68.11000
• Density: 1.238 g/cm³
• LogP: 1.35480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-amino-1H-pyrrole-2-carboxylate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CN1)N

Technology Process of Ethyl 4-amino-1H-pyrrole-2-carboxylate

There total 3 articles about Ethyl 4-amino-1H-pyrrole-2-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:

Ethyl 4-nitropyrrole-2-carboxylate (5930-92-7) → 4-amino-2-ethoxycarbonyl-pyrrole (67318-12-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00244a003

Reference yield:

pyrrol-2-yl trichloromethyl ketone (35302-72-8) → 4-amino-2-ethoxycarbonyl-pyrrole (67318-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1: HNO₃(fuming); H₂SO₄ / acetic anhydride

2: NaH

3: H₂ / 10 percent Pd/C / dimethylformamide / 2 h / 2585.74 Torr

With sulfuric acid; hydrogen; nitric acid; sodium hydride; palladium on activated charcoal; In acetic anhydride; N,N-dimethyl-formamide; 1: Nitration / 2: Esterification / 3: Reduction;

DOI:10.1016/S0968-0896(00)00145-0

Reference yield:

2,2,2-trichloro-1-(4-nitro-1H-pyrrol-2-yl)ethan-1-one (53391-50-7) → 4-amino-2-ethoxycarbonyl-pyrrole (67318-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH

2: H₂ / 10 percent Pd/C / dimethylformamide / 2 h / 2585.74 Torr

With hydrogen; sodium hydride; palladium on activated charcoal; In N,N-dimethyl-formamide; 1: Esterification / 2: Reduction;

DOI:10.1016/S0968-0896(00)00145-0

upstream raw materials:

Ethyl 4-nitropyrrole-2-carboxylate

pyrrol-2-yl trichloromethyl ketone

2,2,2-trichloro-1-(4-nitro-1H-pyrrol-2-yl)ethan-1-one

Downstream raw materials:

C₃₂H₃₄N₄O₆

C₃₁H₄₀N₄O₆

C₂₉H₃₆N₄O₆

5-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester

Refernces

• 1、 Lautru, Sylvie,Song, Lijiang,Demange, Luc,Lombès, Thomas,Galons, Hervé,Challis, Gregory L.,Pernodet, Jean-Luc. "A sweet origin for the key congocidine precursor 4-acetamidopyrrole-2- carboxylate". supporting information; experimental part. p. 7454 - 7458. Retrieved 2012/09/21.
• 2、 -. "PYRROLO [3, 2-A] PYRIDINE DERIVATIVES FOR INHIBITING KSP KINESIN ACTIVITY". Page/Page column 73. . Retrieved 2008/12/07.