1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester
• CAS No.: 1618647-84-9
• Molecular Formula: C₁₉H₂₀N₂O₂S
• Molecular Weight: 340.446

Synonyms:1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

Chemical Property of 1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

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Technology Process of 1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

There total 2 articles about 1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl 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: 38.0%

(2-phenylthiazol-4-yl)methanamine (165736-03-8) + ethyl 2-acetyl-4-oxopentanoate (41892-81-3) → 1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (1618647-84-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 4h; Inert atmosphere; Reflux;

Reference yield:

sodium ethyl acetylacetate enolate (1007476-32-5) → 1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (1618647-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate; potassium iodide / acetone / Inert atmosphere; Reflux

1.2: 2 h / Inert atmosphere; Reflux

2.1: toluene-4-sulfonic acid / toluene / 4 h / Inert atmosphere; Reflux

With potassium carbonate; toluene-4-sulfonic acid; potassium iodide; In acetone; toluene;

Reference yield: 100.0%

1-[(2-phenylthiazol-4-yl)methyl]-2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (1618647-84-9) → 2,5-dimethyl-1-(2-phenyl-thiazol-4-ylmethyl)-1H-pyrrole-3-carboxylic acid (1618647-85-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 90 ℃; for 72h; Inert atmosphere;

upstream raw materials:

sodium ethyl acetylacetate enolate

(2-phenylthiazol-4-yl)methanamine

ethyl 2-acetyl-4-oxopentanoate

Downstream raw materials:

2,5-dimethyl-1-(2-phenyl-thiazol-4-ylmethyl)-1H-pyrrole-3-carboxylic acid

[4-({[2,5-dimethyl-1-(2-phenylthiazol-4-ylmethyl)-1H-pyrrole-3-carbonyl]amino}methyl)-benzyl]carbamic acid tert-butyl ester

2,5-dimethyl-1-(2-phenylthiazol-4-ylmethyl)-1H-pyrrole-3-carboxylic acid 4-aminomethyl-2-methylbenzylamide

[4-({[2,5-dimethyl-1-(2-phenylthiazol-4-ylmethyl)-1H-pyrrole-3-carbonyl]amino}methyl)-3-methylbenzyl]carbamic acid tert-butyl ester

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