Acetamide, N-(1-methyl-5H-pyrido(4,3-b)indol-3-yl)-

Base Information

• Chemical Name: Acetamide, N-(1-methyl-5H-pyrido(4,3-b)indol-3-yl)-
• CAS No.: 74011-07-7
• Molecular Formula: C14H13N3O
• Molecular Weight: 239.277
• DSSTox Substance ID: DTXSID50224810
• Nikkaji Number: J534.623A
• Wikidata: Q83103539
• Mol file: 74011-07-7.mol

Synonyms:74011-07-7;Acetamide, N-(1-methyl-5H-pyrido(4,3-b)indol-3-yl)-;N-(1-methyl-5H-pyrido[4,3-b]indol-3-yl)acetamide;BRN 5555471;3-Acetamido-1-methyl-5H-pyrido(4,3-b)indole;Acetyl-Trp-P-2;DTXSID50224810;LS-9998

Chemical Property of Acetamide, N-(1-methyl-5H-pyrido(4,3-b)indol-3-yl)-

Chemical Property:

• Vapor Pressure: 7.12E-12mmHg at 25°C
• Boiling Point: 543.5°Cat760mmHg
• Flash Point: 282.5°C
• PSA: 61.27000
• Density: 1.339g/cm³
• LogP: 3.63240
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 239.105862047
• Heavy Atom Count: 18
• Complexity: 333

Purity/Quality:

N-(1-METHYL-5H-PYRIDO[4,3-B]INDOL-3-YL)-ACETAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C3=CC=CC=C3NC2=CC(=N1)NC(=O)C

Technology Process of Acetamide, N-(1-methyl-5H-pyrido(4,3-b)indol-3-yl)-

There total 8 articles about Acetamide, N-(1-methyl-5H-pyrido(4,3-b)indol-3-yl)- 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: 50.0%

3-amino-1-methyl-5H-pyrido[4,3-b]indole (62450-07-1) + acetonitrile (75-05-8,26809-02-9) → 3-acetylamino-1-methyl-5H-pyrido<4,3-b>indole (74011-07-7)

Guidance literature:

With copper; nitrosonium tetrafluoroborate; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.32.4300

Reference yield: 40.0%

N-pivalyloxy-N-(1-methyl-5H-pyrido[4,3-b]indol-3-yl)acetamide (623158-31-6) → 3-acetylamino-1-methyl-5H-pyrido<4,3-b>indole (74011-07-7) + N-hydroxy-N-(1-methyl-5H-pyrido[4,3-b]indol-3-yl)acetamide (623158-29-2)

Guidance literature:

In water; acetonitrile; at 20 ℃; pH=7.0;

DOI:10.1016/j.tet.2003.08.005

Reference yield:

Tryptophan p 2 acetate (72254-58-1,75074-77-0) → 3-acetylamino-1-methyl-5H-pyrido<4,3-b>indole (74011-07-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 40 percent / (CF₃CO)2O; CF₃COOH; H₂O₂ / Mo(CO)6 / CH₂Cl₂ / cooling

2: 96 percent / hydrazine monohydrate / Pd/C / tetrahydrofuran / 1 h / -20 °C

3: 37 percent / triethylamine / tetrahydrofuran / 0.5 h / -20 - 0 °C

4: 91 percent / triethylamine / tetrahydrofuran / 1 h / 0 °C

5: acetonitrile; H₂O / 20 °C / pH 7.0

With dihydrogen peroxide; hydrazine hydrate; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; hexacarbonyl molybdenum; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tet.2003.08.005

upstream raw materials:

3-amino-1-methyl-5H-pyrido[4,3-b]indole

acetonitrile

Tryptophan p 2 acetate

acetyl chloride