Methanone, (4-amino-2-methyl-1H-pyrrol-3-yl)phenyl-

Base Information

• Chemical Name: Methanone, (4-amino-2-methyl-1H-pyrrol-3-yl)phenyl-
• CAS No.: 57436-07-4
• Molecular Formula: C12H12N2O
• Molecular Weight: 200.23600
• DSSTox Substance ID: DTXSID60388811
• Nikkaji Number: J340.046H
• Wikidata: Q82183990
• Mol file: 57436-07-4.mol

Synonyms:57436-07-4;4-Amino-3-benzoyl-2-methylpyrrole;Methanone, (4-amino-2-methyl-1H-pyrrol-3-yl)phenyl-;(4-amino-2-methyl-1H-pyrrol-3-yl)-phenylmethanone;4-Amino-3-benzoyl-2-methyl-1H-pyrrole;(4-Amino-2-methyl-1H-pyrrol-3-yl)(phenyl)methanone;starbld0006700;SCHEMBL10372596;DTXSID60388811;2-methyl-3-benzoyl-4-aminopyrrole

Chemical Property of Methanone, (4-amino-2-methyl-1H-pyrrol-3-yl)phenyl-

Chemical Property:

• Boiling Point: 405.0±45.0 °C(Predicted)
• PSA: 58.88000
• Density: 1.217±0.06 g/cm3(Predicted)
• LogP: 2.71750
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.094963011
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

4-Amino-3-benzoyl-2-methylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CN1)N)C(=O)C2=CC=CC=C2
• Uses: 4-Amino-3-benzoyl-2-methylpyrrole, is an intermediate used for the synthesis of Premazepam (P712650), and Pyrrolodiazepines.

Technology Process of Methanone, (4-amino-2-methyl-1H-pyrrol-3-yl)phenyl-

There total 4 articles about Methanone, (4-amino-2-methyl-1H-pyrrol-3-yl)phenyl- 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:

1-phenylbutan-1,3-dione (93-91-4) + 2-aminoacetonitrile (540-61-4) → 2-methyl-3-benzoyl-4-aminopyrrole (57436-07-4)

Guidance literature:

With sodium ethanolate; toluene-4-sulfonic acid; In ethanol; benzene;

Reference yield:

3-(cyanomethylamino)-1-phenyl-2-buten-1-one (56464-51-8,59132-97-7) → 2-methyl-3-benzoyl-4-aminopyrrole (57436-07-4)

Guidance literature:

With sodium ethanolate; In ethanol; 1) rt, 15 min, 2) reflux, 2 h;

DOI:10.1002/jhet.5570270508

Reference yield:

1-phenylbutan-1,3-dione (93-91-4) → 2-methyl-3-benzoyl-4-aminopyrrole (57436-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaHCO₃ / 1) EtOH, rt, 10 min, 2) toluene, reflux, 2 h

2: C₂H₅ONa / ethanol / 1) rt, 15 min, 2) reflux, 2 h

With sodium ethanolate; sodium hydrogencarbonate; In ethanol;

DOI:10.1002/jhet.5570270508

upstream raw materials:

3-(cyanomethylamino)-1-phenyl-2-buten-1-one

1-phenylbutan-1,3-dione

2-aminoacetonitrile

Downstream raw materials:

N-(4-benzoyl-1,5-dimethyl (1H)pyrrol-3-yl)-2-hydroxylaminoacetamide

3-benzoyl-2-methyl-4-(phthalimidoacetamido)pyrrole

3-Benzoyl-4-benzyl-1-carboxymethyl-2-methyl-7-oxo-4,7-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylic acid

3-Benzoyl-1-carboxymethyl-2-methyl-7-oxo-4-prop-2-ynyl-4,7-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylic acid