Methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate
• CAS No.: 67858-47-3
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90383995
• Wikidata: Q72490941
• Mol file: 67858-47-3.mol

Synonyms:Methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate;67858-47-3;methyl 4-formyl-1-methylpyrrole-2-carboxylate;MFCD01571196;SCHEMBL3387788;DTXSID90383995;METHYL4-FORMYL-1-METHYL-1H-PYRROLE-2-CARBOXYLATE;GXSZDESAIZEFGZ-UHFFFAOYSA-N;AKOS005071177;AC-7542;SB62045;SY007628;A9076;FT-0628638;C76149;EN300-173799;7X-0420;J-522350;Z1201621120;4-formyl-1-methyl-1H-Pyrrole-2-carboxylic acid methyl ester;methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate, AldrichCPR

Chemical Property of Methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00176mmHg at 25°C
• Melting Point: 100oC
• Boiling Point: 293.1°C at 760 mmHg
• PKA: -9.84±0.70(Predicted)
• Flash Point: 131.1°C
• PSA: 48.30000
• Density: 1.16g/cm³
• LogP: 0.62420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

methyl4-formyl-1-methyl-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=C1C(=O)OC)C=O

Technology Process of Methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate

There total 5 articles about Methyl 4-formyl-1-methyl-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: 98.0%

methyl N-methylpyrrole-2-carboxylate (37619-24-2) + Dichloromethyl methyl ether (4885-02-3) → methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate (67858-47-3)

Guidance literature:

With aluminum (III) chloride; In nitromethane; 1,2-dichloro-ethane; at -25 ℃; for 0.5h;

Reference yield: 95.72%

methyl 4-formyl-1H-pyrrole-2-carboxylate (40611-79-8) + methyl iodide (74-88-4) → methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate (67858-47-3)

Guidance literature:

methyl 4-formyl-1H-pyrrole-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield: 53.0%

methyl N-methylpyrrole-2-carboxylate (37619-24-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate (67858-47-3)

Guidance literature:

methyl N-methylpyrrole-2-carboxylate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃; for 16h;

upstream raw materials:

methyl N-methylpyrrole-2-carboxylate

Dichloromethyl methyl ether

methyl Pyrrole-2-carboxylate

methyl 4-formyl-1H-pyrrole-2-carboxylate

Downstream raw materials:

4-formyl-1-methyl-1H-pyrrole-2-carboxylic acid

methyl 1-methyl-4-vinylpyrrole-2-carboxylate

Refernces

• 1、 -. "PYRROLE mTORC INHIBITORS AND USES THEREOF". Paragraph 00215. . Retrieved 2018/05/27.
• 2、 -. "OLEFIN SUBSTITUTED OXINDOLES HAVING AMPK ACTIVITY". . . Retrieved 2015/01/07.