1H-Pyrrole-2-carboxylic acid, 3-hydroxy-1-methyl-, methyl ester

Base Information

• Chemical Name: 1H-Pyrrole-2-carboxylic acid, 3-hydroxy-1-methyl-, methyl ester
• CAS No.: 113602-62-3
• Molecular Formula: C7H9NO3
• Molecular Weight: 155.15100
• Mol file: 113602-62-3.mol

Synonyms:1H-Pyrrole-2-carboxylic acid,3-hydroxy-1-methyl-,methyl ester;N-methyl-2-methoxycarbonyl-3-hydroxypyrrole;Methyl 3-hydroxy-1-methyl-1 H-pyrrole-2-carboxylate;

Chemical Property of 1H-Pyrrole-2-carboxylic acid, 3-hydroxy-1-methyl-, methyl ester

Chemical Property:

• Melting Point: 44-46 °C(Solv: pentane (109-66-0))
• Boiling Point: 61-64 °C(Press: 0.5 Torr)
• PKA: 10.66±0.15(Predicted)
• PSA: 51.46000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 0.51730
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

Methyl3-Hydroxy-1-methyl-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrole-2-carboxylic acid, 3-hydroxy-1-methyl-, methyl ester

There total 3 articles about 1H-Pyrrole-2-carboxylic acid, 3-hydroxy-1-methyl-, methyl ester 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:

methyl 2-chloroacrylate (80-63-7) + N-methylglycine methylester (5473-12-1) → methyl 3-hydroxy-1-methyl-1H-pyrrole-2-yl-carboxylate (113602-62-3)

Guidance literature:

With sodium; In methanol; water; pentane;

Reference yield:

methyl 5-chloro-3-oxo-2-(triphenylphosphoranylidene)pentanoate (150713-74-9) → methyl 3-hydroxy-1-methyl-1H-pyrrole-2-yl-carboxylate (113602-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2) NaHCO₃ / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) THF, H₂O, 0 deg C, 10 min, rt, 3 h

2: 2.) SiO₂ / 1.) CH₂Cl₂, H₂O, rt, 15 min, 2.) CH₂Cl₂, H₂O, 1 h

With silica gel; sodium hydrogencarbonate; ozone;

DOI:10.1016/S0040-4020(97)00204-4

Reference yield:

methylamine (74-89-5) + 2,3-Dioxo-pent-4-enoic acid methyl ester (147624-81-5) → methyl 3-hydroxy-1-methyl-1H-pyrrole-2-yl-carboxylate (113602-62-3)

Guidance literature:

With silica gel; Yield given. Multistep reaction; 1.) CH₂Cl₂, H₂O, rt, 15 min, 2.) CH₂Cl₂, H₂O, 1 h;

DOI:10.1016/S0040-4020(97)00204-4

upstream raw materials:

methylamine

2,3-Dioxo-pent-4-enoic acid methyl ester

methyl 5-chloro-3-oxo-2-(triphenylphosphoranylidene)pentanoate

methyl 2-chloroacrylate

Downstream raw materials:

4,5-dibromo-3-(1-methylethoxy)-1-methyl-N-1H-tetrazol-5-yl-1 H-pyrrole-2-carboxamide

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