2-Amino-4-(3-(benzyloxy)phenyl)-1-(3-(hydroxymethyl)cyclobutyl)-1H-pyrrole-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-4-(3-(benzyloxy)phenyl)-1-(3-(hydroxymethyl)cyclobutyl)-1H-pyrrole-3-carbonitrile
• CAS No.: 952138-97-5
• Molecular Formula: C₂₃H₂₃N₃O₂
• Molecular Weight: 373.455
• DSSTox Substance ID: DTXSID70697704
• Mol file: 952138-97-5.mol

Synonyms:952138-97-5;2-AMINO-4-(3-(BENZYLOXY)PHENYL)-1-(3-(HYDROXYMETHYL)CYCLOBUTYL)-1H-PYRROLE-3-CARBONITRILE;2-amino-1-[3-(hydroxymethyl)cyclobutyl]-4-(3-phenylmethoxyphenyl)pyrrole-3-carbonitrile;2-amino-4-(3-benzyloxyphenyl)-1-[3-(hydroxymethyl)cyclobutyl]pyrrole-3-carbonitrile;2-Amino-4-[3-(benzyloxy)phenyl]-1-[3-(hydroxymethyl)cyclobutyl]-1H-pyrrole-3-carbonitrile;DTXSID70697704;A845233;2-amino-1-[3-(hydroxymethyl)cyclobutyl]-4-(3-phenylmethoxyphenyl)-3-pyrrolecarbonitrile

Chemical Property of 2-Amino-4-(3-(benzyloxy)phenyl)-1-(3-(hydroxymethyl)cyclobutyl)-1H-pyrrole-3-carbonitrile

Chemical Property:

• PSA: 84.20000
• LogP: 4.71258
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 373.17902698
• Heavy Atom Count: 28
• Complexity: 549

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1N2C=C(C(=C2N)C#N)C3=CC(=CC=C3)OCC4=CC=CC=C4)CO

Technology Process of 2-Amino-4-(3-(benzyloxy)phenyl)-1-(3-(hydroxymethyl)cyclobutyl)-1H-pyrrole-3-carbonitrile

There total 9 articles about 2-Amino-4-(3-(benzyloxy)phenyl)-1-(3-(hydroxymethyl)cyclobutyl)-1H-pyrrole-3-carbonitrile 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: 94.0%

2-[cis-3-[(benzoyloxy)methyl]cyclobutyl]amino-1-[3-(phenylmethoxy)phenylethanone] hydrochloride + malononitrile (109-77-3) → 2-amino-1-[cis-3-(hydroxymethyl)cyclobutyl]-4-[3-(phenylmethoxy)phenyl]-1H-pyrrole-3-carbonitrile (952138-97-5)

Guidance literature:

With potassium hydroxide; In methanol; water; at 22 ℃; for 0.916667h; Inert atmosphere; Reflux;

DOI:10.1021/op700052u

Reference yield:

benzyl bromide (100-39-0) → 2-amino-1-[cis-3-(hydroxymethyl)cyclobutyl]-4-[3-(phenylmethoxy)phenyl]-1H-pyrrole-3-carbonitrile (952138-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / Inert atmosphere

2: bromine; Pyridine hydrobromide / Inert atmosphere

3: hydrogenchloride; potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere

4: Inert atmosphere

With hydrogenchloride; bromine; Pyridine hydrobromide; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/op700052u

Reference yield:

3-Hydroxyacetophenone (121-71-1) → 2-amino-1-[cis-3-(hydroxymethyl)cyclobutyl]-4-[3-(phenylmethoxy)phenyl]-1H-pyrrole-3-carbonitrile (952138-97-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / Inert atmosphere

2: bromine; Pyridine hydrobromide / Inert atmosphere

3: hydrogenchloride; potassium carbonate / N,N-dimethyl-formamide / Inert atmosphere

4: Inert atmosphere

With hydrogenchloride; bromine; Pyridine hydrobromide; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/op700052u

upstream raw materials:

malononitrile

sodium dicyanomethanide

3-Hydroxyacetophenone

benzyl bromide