ethyl 4-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: ethyl 4-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate
• CAS No.: 34549-87-6
• Molecular Formula: C13H21 N O2
• Molecular Weight: 223.31
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90377738
• Nikkaji Number: J820.719D
• Wikidata: Q82167076
• ChEMBL ID: CHEMBL1890493
• Mol file: 34549-87-6.mol

Synonyms:ethyl 4-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate;34549-87-6;4-Butyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester;MLS000729014;SCHEMBL8740919;CHEMBL1890493;DTXSID90377738;HMS2724D03;SODIUMTETRABORATEPENTAHYDRATE;STK683409;AKOS005597623;SMR000307292;FT-0706348;2-ethoxycarbonyl-4-butyl-3,5-dimethylpyrrole;3,5-Dimethyl-4-butyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of ethyl 4-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

Chemical Property:

• PSA: 42.09000
• LogP: 3.15080
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 223.157228913
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

98%Min ^*data from raw suppliers

4-BUTYL-3,5-DIMETHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=C(NC(=C1C)C(=O)OCC)C

Technology Process of ethyl 4-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

There total 13 articles about ethyl 4-butyl-3,5-dimethyl-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: 79.0%

aminomalonic acid diethyl ester (6829-40-9) + 3-butylpentane-2,4-dione (1540-36-9) → ethyl 4-butyl-3,5-dimethylpyrrole-2-carboxylate (34549-87-6)

Guidance literature:

In acetic acid; for 2h; Heating;

DOI:10.1016/S0040-4020(97)10288-5

Reference yield: 54.0%

3-butylpentane-2,4-dione (1540-36-9) + ethyl 2-hydroxyimino-3-oxobutanoate (5408-04-8) → ethyl 4-butyl-3,5-dimethylpyrrole-2-carboxylate (34549-87-6)

Guidance literature:

With acetic acid; zinc; for 1h; Heating;

DOI:10.1007/BF00698428

Reference yield:

acetylacetone (123-54-6,81235-32-7) → ethyl 4-butyl-3,5-dimethylpyrrole-2-carboxylate (34549-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 64.5 percent / potassium carbonate / acetone / 20 h / Heating

2: 79 percent / acetic acid / 2 h / Heating

With potassium carbonate; In acetic acid; acetone; 1: Alkylation / 2: Cyclization;

DOI:10.1016/S0040-4020(97)10288-5

upstream raw materials:

2,4-dimethyl-3-butylpyrrole

4-butyryl-3,5-dimethyl-pyrrole-2-carboxylic acid ethyl ester

3-butylpentane-2,4-dione

Ethyl 3-ethoxy-3-iminopropionate

Downstream raw materials:

2-formyl-3,5-dimethyl-4-butylpyrrole

2,4-dimethyl-3-butylpyrrole

benzyl 4-butyl-3-methylpyrrole-2-carboxylate

benzyl 8(5-benzyloxycarbonyl-3-butyl-4-methyl-2-pyrrolyl)-3-methylindeno[2,1-b]pyrrole-2-carboxylate