7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Base Information

• Chemical Name: 7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• CAS No.: 108061-47-8
• Molecular Formula: C11H11BrN2
• Molecular Weight: 251.12200
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00434588
• Nikkaji Number: J2.038.171J
• Wikidata: Q72512791
• ChEMBL ID: CHEMBL441891
• Mol file: 108061-47-8.mol

Synonyms:7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole;108061-47-8;CHEMBL441891;7-Bromo-2,3,4,9-tetrahydro-1H-beta-carboline;7-Bromo-1,2,3,4-tetrahydro-beta-carboline;D02UVG;CS-WAA0033;SCHEMBL3476066;DTXSID00434588;XAHAQVIJZAMMLO-UHFFFAOYSA-N;BDBM50136507;TQ0173;CS-15602;PD183081;CS-0035300;EN300-1116928;A853535;7-BROMO-1H,2H,3H,4H,9H-PYRIDO[3,4-B]INDOLE

Chemical Property of 7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Chemical Property:

• PSA: 27.82000
• LogP: 2.90490
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 250.01056
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

NLT 98% ^*data from raw suppliers

7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C3=C(N2)C=C(C=C3)Br

Technology Process of 7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

There total 10 articles about 7-Bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 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:

7-bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylic acid (127286-63-9) → 7-bromo-1,2,3,4-tetrahydro-β-carboline (108061-47-8)

Guidance literature:

With hydrogenchloride; In water; for 0.75h; Yield given; Heating;

DOI:10.1021/ja00245a031

Reference yield:

6-bromotryptamine hydrochloride (108061-77-4) → 7-bromo-1,2,3,4-tetrahydro-β-carboline (108061-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / H₂O / 1 h / Ambient temperature

2: conc HCl / H₂O / 0.75 h / Heating

With hydrogenchloride; potassium hydroxide; In water;

DOI:10.1021/ja00245a031

Reference yield:

4-aminobutyrylaldehyde diethylacetal (6346-09-4) + 3-bromophenylhydrazine hydrochloride (27246-81-7) + Glyoxilic acid (298-12-4) → 7-bromo-1,2,3,4-tetrahydro-β-carboline (108061-47-8)

Guidance literature:

4-aminobutyrylaldehyde diethylacetal; 3-bromophenylhydrazine hydrochloride; With zinc(II) chloride; at 180 ℃;

Glyoxilic acid; With potassium hydroxide; In water;

With hydrogenchloride; In water; Reflux;

DOI:10.1016/j.bmcl.2010.09.122

upstream raw materials:

7-bromo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylic acid

6-bromotryptamine

Glyoxilic acid

6-bromo-1H-indole

Downstream raw materials:

7-bromo-9H-pyrido[3,4-b]indole

Refernces

• 1、 -. "TAU-PROTEIN TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE". Paragraph 2274; 2275. . Retrieved 2021/02/12.
• 2、 Schumacher, Robert W.,Davidson, Bradley S.. "Synthesis of didemnolines A-D, N9-substituted β-carboline alkaloids from the marine ascidian Didemnum sp.". . p. 935 - 942. Retrieved 2007/10/03.