dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate
• CAS No.: 310431-26-6
• Molecular Formula: C₉H₁₂N₂O₄
• Molecular Weight: 212.205
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30583290
• Wikidata: Q72439590
• Mol file: 310431-26-6.mol

Synonyms:dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate;310431-26-6;dimethyl 1-amino-3-methylpyrrole-2,4-dicarboxylate;2,4-dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate;SCHEMBL4050384;Dimethyl1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate;DTXSID30583290;1-AMINO-3-METHYLPYRROLE-2,4-DICARBOXYLIC ACID DIMETHYL ESTER;AB56149;AM803673;A876043

Chemical Property of dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate

Chemical Property:

• PSA: 83.55000
• LogP: 0.66470
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.07970687
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

dimethyl1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N(C=C1C(=O)OC)N)C(=O)OC

Technology Process of dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate

There total 6 articles about dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate 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: 84.0%

→ dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate (310431-26-6)

Guidance literature:

Reference yield: 80.0%

dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate (3780-42-5) → dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate (310431-26-6)

Guidance literature:

dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 1h; Inert atmosphere; Green chemistry;

With chloroamine; In diethyl ether; N,N-dimethyl-formamide; mineral oil; for 0.166667h; Inert atmosphere; Green chemistry;

DOI:10.1016/j.bmcl.2014.07.017

Reference yield:

methyl 4-methyl-5-(2,2,2-trichloroacetyl)-1H-pyrrole-3-carboxylate → dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate (310431-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe

2: Ph₂P(O)ONH₂; NaH / dimethylformamide

With O-(diphenylphosphinyl)hydroxylamine; sodium methylate; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.12.079

upstream raw materials:

dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate

methyl 4-methyl-1H-pyrrole-3-carboxylate

crotonic acid methyl ester

methyl crotonate

Downstream raw materials:

5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester

methyl 4-(2-methyl-5-(methoxycarbamoyl)phenylamino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

methyl 4-(2-methyl-5-(ethoxycarbamoyl)phenylamino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

4-((5-(methoxycarbamoyl)-2-methylphenyl)amino)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid