Methyl 5-formylpyrrole-3-carboxylate

Base Information

• Chemical Name: Methyl 5-formylpyrrole-3-carboxylate
• CAS No.: 5910-05-4
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• Mol file: 5910-05-4.mol

Synonyms:2-formyl-4-methoxycarbonylpyrrole;4-carbomethoxypyrrole-2-carboxaldehyde;methyl 2-formyl-4-pyrrolcarboxylate;Methyl 5-formylpyrrole-3-carboxylate;methyl 2-formylpyrrole-4-carboxylate;methyl 2-formyl-1H-4-pyrrolecarboxylate;1H-Pyrrole-3-carboxylic acid,5-formyl-,methyl ester;5-formyl-pyrrole-3-carboxylic acid methyl ester;

Chemical Property of Methyl 5-formylpyrrole-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.35E-05mmHg at 25°C
• Boiling Point: 367.6oC at 760 mmHg
• Flash Point: 176.1oC
• PSA: 59.16000
• Density: 1.305g/cm3
• LogP: 0.61380

Purity/Quality:

97% ^*data from raw suppliers

METHYL 5-FORMYLPYRROLE-3-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 5-formylpyrrole-3-carboxylate

There total 9 articles about Methyl 5-formylpyrrole-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: 79.0%

methyl 1H-pyrrole-3-carboxylate (2703-17-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 2-formyl-4-pyrrolcarboxylate (5910-05-4)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃;

methyl 1H-pyrrole-3-carboxylate; In 1,2-dichloro-ethane; at 100 ℃; for 1h;

DOI:10.1021/acs.joc.7b01340

Reference yield: 60.0%

methanol (67-56-1) + N-((1H-pyrrol-2-yl)methylene)-N-methylmethanaminium hydrogen chloride (75866-92-1) + trifluoroacetyl chloride (76-02-8) → methyl 2-formyl-4-pyrrolcarboxylate (5910-05-4)

Guidance literature:

N-((1H-pyrrol-2-yl)methylene)-N-methylmethanaminium hydrogen chloride; trifluoroacetyl chloride; With aluminum (III) chloride; In 1,2-dichloro-ethane; for 4h; Reflux; Inert atmosphere;

methanol; With sodium methylate; In 1,2-dichloro-ethane; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 45.0%

(E)-methyl 2-(azidomethyl)pent-2-en-4-ynoate → methyl 2-formyl-4-pyrrolcarboxylate (5910-05-4)

Guidance literature:

With iodine; sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.6b02468

upstream raw materials:

methanol

N-((1H-pyrrol-2-yl)methylene)-N-methylmethanaminium hydrogen chloride

trifluoroacetyl chloride

6-bromo-3-[(4-methylphenyl)sulfonyl]pyrrolo[1,2-c]pyrimidine

Downstream raw materials:

methyl 1H-pyrrole-3-carboxylate

methyl 1-methoxymethyl-5-tosylmethyl-1H-pyrrole-3-carboxylate

5-[1-hydroxy-2-[4-(methoxycarbonyl)-1-(methoxymethyl)-1H-pyrrol-2-yl]-2-[(4-methylphenyl)sulfonyl]ethyl]-1-methyl-1H-pyrrole-3-carboxylic acid methyl ester

methyl 2-[2-(4-methoxycarbonyl-N-methyl-2-pyrrolyl)-2-oxo-1-tosyl]ethyl-N-methoxymethyl-4-pyrrolecarboxylate