4-chloro-5H-pyrimido[5,4-b]indole

Base Information

• Chemical Name: 4-chloro-5H-pyrimido[5,4-b]indole
• CAS No.: 98792-02-0
• Molecular Formula: C10H6 Cl N3
• Molecular Weight: 203.631
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10420750
• Wikidata: Q82232047
• Mol file: 98792-02-0.mol

Synonyms:4-chloro-5H-pyrimido[5,4-b]indole;98792-02-0;1-Chloro-9H-2,4,9-triaza-fluorene;SCHEMBL6254106;4-chloro-pyrimido[5,4-b]indole;DTXSID10420750;HMS1612K14;MFCD00457089;STK386389;AKOS000562177;LS-02856;CS-0207314;EU-0009889;FT-0692455;CU-00000000009-1

Chemical Property of 4-chloro-5H-pyrimido[5,4-b]indole

Chemical Property:

• Vapor Pressure: 8.98E-07mmHg at 25°C
• Refractive Index: 1.8
• Boiling Point: 416.8°C at 760 mmHg
• Flash Point: 238.4°C
• PSA: 41.57000
• Density: 1.515g/cm³
• LogP: 2.76450
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 203.0250249
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

4-chloro-5H-pyrimido[5,4-b]indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)C(=NC=N3)Cl

Technology Process of 4-chloro-5H-pyrimido[5,4-b]indole

There total 7 articles about 4-chloro-5H-pyrimido[5,4-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: 72.06%

5H-pyrimido<5,4-b>indole-4-one (61553-71-7) → 4-chloro-5H-pyrimido<5,4-b>indole (98792-02-0)

Guidance literature:

With trichlorophosphate; for 2h; Reflux;

Reference yield:

ethyl 3-amino-1H-indole-2-carboxylate (87223-77-6) → 4-chloro-5H-pyrimido<5,4-b>indole (98792-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / formamide / 2 h / 220 °C

2: POCl₃ / dioxane / 8 h

With trichlorophosphate; In 1,4-dioxane; formamide;

DOI:10.1002/jhet.5570230302

Reference yield:

3-(dimethylamino-methyleneamino)-1H-indole-2-carboxylic acid ethyl ester (97311-03-0) → 4-chloro-5H-pyrimido<5,4-b>indole (98792-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / NH₃ / ethanol / 3 h / 60 - 70 °C

2: 66 percent / POCl₃, dimethylaniline / 2 h / Heating

With ammonia; 2,3-Dimethylaniline; trichlorophosphate; In ethanol;

DOI:10.1007/BF00506067

upstream raw materials:

5H-pyrimido<5,4-b>indole-4-one

ethyl 3-amino-1H-indole-2-carboxylate

3-(dimethylamino-methyleneamino)-1H-indole-2-carboxylic acid ethyl ester

anthranilic acid nitrile

Downstream raw materials:

4-(1-piperidinyl)-5H-pyrimido<5,4-b>indole

4-p-Tolyloxy-5H-pyrimido[5,4-b]indole

4-ethoxypyrimido<5,4-b>indole

4-hydrazino-5H-pyrimido<5,4-b>indole

Refernces

• 1、 -. "The pyrimidine or pyridine-containing condensed ring compounds and their use as anti-tumor medicament (by machine translation)". Paragraph 0094. . Retrieved 2016/10/10.
• 2、 -. "PYRROLOPYRIMIDINE DERIVATIVES AS MODULATORS OF MULTI-DRUG RESISTANCE (MDR)". Page 42. . Retrieved 2010/02/10.