9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-acetyl-

Base Information

• Chemical Name: 9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-acetyl-
• CAS No.: 73818-29-8
• Molecular Formula: C₁₄H₁₀N₂O₃
• Molecular Weight: 254.245
• DSSTox Substance ID: DTXSID80224262
• Nikkaji Number: J2.380.309G
• Wikidata: Q83102830
• ChEMBL ID: CHEMBL1682930
• Mol file: 73818-29-8.mol

Synonyms:9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-acetyl-;73818-29-8;1-ethanoyl-9~{H}-pyrido[3,4-b]indole-3-carboxylic acid;EQ2;CHEMBL1682930;DTXSID80224262;1-Acetyl-3-carboxy-beta-carboline;1-acetyl-beta-carboline-3-carboxylic acid

Chemical Property of 9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-acetyl-

Chemical Property:

• Vapor Pressure: 2.36E-14mmHg at 25°C
• Melting Point: 310 °C (decomp)
• Boiling Point: 581.3°Cat760mmHg
• PKA: 1.02±0.30(Predicted)
• Flash Point: 305.4°C
• PSA: 83.05000
• Density: 1.467g/cm³
• LogP: 2.61690
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 254.06914219
• Heavy Atom Count: 19
• Complexity: 398

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C2C(=CC(=N1)C(=O)O)C3=CC=CC=C3N2

Technology Process of 9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-acetyl-

There total 22 articles about 9H-Pyrido(3,4-b)indole-3-carboxylic acid, 1-acetyl- 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: 95.0%

methyl 1-acetyl-9H-pyrido[3,4-b]indole-3-carboxylate (66154-37-8) → 1-acetyl-9H-β-carboline-3-carboxylic acid (73818-29-8)

Guidance literature:

With water; sodium hydroxide; In methanol; for 2h; Reflux;

DOI:10.1016/j.ejmech.2021.113563

Reference yield: 89.0%

methyl 1-chloro-N-(methoxymethyl)pyrido[3,4-b]indole-3-carboxylate (757234-77-8) + tributyl(1-ethoxyvinyl)stannane (97674-02-7) → 1-acetyl-9H-β-carboline-3-carboxylic acid (73818-29-8)

Guidance literature:

methyl 1-chloro-N-(methoxymethyl)pyrido[3,4-b]indole-3-carboxylate; tributyl(1-ethoxyvinyl)stannane; With bis-triphenylphosphine-palladium(II) chloride; ammonium chloride; In N,N-dimethyl-formamide; at 100 ℃; for 3h; Inert atmosphere;

With sodium hydroxide; In methanol; N,N-dimethyl-formamide; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/cjoc.201800258

Reference yield: 30.0%

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) + 2-oxopropanal (78-98-8) → 1-acetyl-9H-β-carboline-3-carboxylic acid (73818-29-8) + 1-(1-hydroxyethyl)9H-pyrido<3,4-b>indole (148683-93-6) + 1-(9H-β-carbolin-1-yl)-ethanone (50892-83-6)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; Heating;

DOI:10.1016/j.tet.2006.08.081

upstream raw materials:

L-Tryptophan

2-oxopropanal

methyl N-(methoxymethyl)pyrido[3,4-b]indole-3-carboxylate

C₁₅H₁₄N₂O₄