N-Despropyl Pergolide 6-Carbonitrile

Base Information

• Chemical Name: N-Despropyl Pergolide 6-Carbonitrile
• CAS No.: 98988-34-2
• Molecular Formula: C₁₇H₁₉N₃S
• Molecular Weight: 297.424
• DSSTox Substance ID: DTXSID40575989
• Wikidata: Q82465492
• Mol file: 98988-34-2.mol

Synonyms:N-Despropyl Pergolide 6-Carbonitrile;98988-34-2;(6aR,9R,10aR)-9-(methylsulfanylmethyl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-7-carbonitrile;DTXSID40575989;AKOS030254596;(8beta)-8-[(Methylsulfanyl)methyl]ergoline-6-carbonitrile

Chemical Property of N-Despropyl Pergolide 6-Carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 570.757°C at 760 mmHg
• Flash Point: 298.983°C
• PSA: 68.12000
• Density: 1.299g/cm³
• LogP: 3.28008
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 297.12996879
• Heavy Atom Count: 21
• Complexity: 445

Purity/Quality:

98% ^*data from raw suppliers

N-Despropyl pergolide 6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCC1CC2C(CC3=CNC4=CC=CC2=C34)N(C1)C#N
• Isomeric SMILES: CSC[C@@H]1C[C@H]2[C@@H](CC3=CNC4=CC=CC2=C34)N(C1)C#N

Technology Process of N-Despropyl Pergolide 6-Carbonitrile

There total 2 articles about N-Despropyl Pergolide 6-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: 74.0%

methylthiol (74-93-1) + (5R,8R,10R)-8-<(tosyloxy)methyl>ergoline-6-carbonitrile (98988-33-1) → (5R,8R,10R)-8-(methylthiomethyl)ergoline-6-carbonitrile (98988-34-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1002/hlca.19850680428

Reference yield:

6-methyl-8β-tosyloxymethyl-ergoline (58752-31-1) → (5R,8R,10R)-8-(methylthiomethyl)ergoline-6-carbonitrile (98988-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / CH₂Cl₂ / 18 h / Ambient temperature

2: 74 percent / 55 percent NaH / dimethylformamide / 2 h / 0 °C

With sodium hydride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19850680428

upstream raw materials:

methylthiol

(5R,8R,10R)-8-<(tosyloxy)methyl>ergoline-6-carbonitrile

6-methyl-8β-tosyloxymethyl-ergoline