Abt-702

Base Information

• Chemical Name: Abt-702
• CAS No.: 214697-26-4
• Molecular Formula: C₂₂H₁₉BrN₆O
• Molecular Weight: 463.336
• UNII: 2P206WS5B3
• Nikkaji Number: J1.452.071F
• Wikidata: Q27074127
• Pharos Ligand ID: PNGQMR24UHVP
• ChEMBL ID: CHEMBL66089
• Mol file: 214697-26-4.mol

Synonyms:4-amino-5-(3-bromophenyl)-7-(6-morpholinopyridin-3-yl)pyrido(2,3-d)pyrimidine;ABT 702;ABT-702;ABT702;pyrido(2,3-d)pyrimidin-4-amine, 5-(3-bromophenyl)-7-(6-(4-morpholinyl)-3-pyridinyl)-

Chemical Property of Abt-702

Chemical Property:

• Vapor Pressure: 3.47E-20mmHg at 25°C
• Melting Point: 227-245 °C(lit.)
• Boiling Point: 738.7°Cat760mmHg
• Flash Point: 400.6°C
• PSA: 90.05000
• Density: g/cm³
• LogP: 6.18530
• Storage Temp.: Desiccate at RT
• Solubility.: DMSO: 24 mg/mL
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 462.08037
• Heavy Atom Count: 30
• Complexity: 564

Purity/Quality:

99%+, ^*data from raw suppliers

ABT 702 dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=NC=C(C=C2)C3=NC4=NC=NC(=C4C(=C3)C5=CC(=CC=C5)Br)N
• Uses: ABT 702 Dihydrochloride is employed in the assay for quantitative high-?throughput screening of anti-?hepatitis C virus compounds.

Technology Process of Abt-702

There total 10 articles about Abt-702 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: 89.0%

formamide (77287-34-4,77287-35-5,60100-09-6) + 2-amino-4-(3-bromophenyl)-6-[2-(4-morpholinyl)-5-pyridyl]nicotinonitrile (328527-11-3) → 4-amino-5-(3-bromophenyl)-7-(6-morpholinopyridin-3-yl)pyrido[2,3-d]pyrimidine (214697-26-4)

Guidance literature:

Heating;

DOI:10.1021/jm000314x

Reference yield:

1-(6-morpholin-4-yl-pyridin-3-yl)-ethanone (265107-43-5) → 4-amino-5-(3-bromophenyl)-7-(6-morpholinopyridin-3-yl)pyrido[2,3-d]pyrimidine (214697-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / ammonium acetate / 1,2-dichloro-ethane / 10 h / Heating

2: 38 percent / 10 h / 180 °C

With ammonium acetate; In 1,2-dichloro-ethane;

DOI:10.1016/j.bmc.2005.03.023

Reference yield:

6-Chloronicotinoyl chloride (58757-38-3) → 4-amino-5-(3-bromophenyl)-7-(6-morpholinopyridin-3-yl)pyrido[2,3-d]pyrimidine (214697-26-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: MgCl₂; Et₃N / toluene / 1 h / 20 °C

1.2: toluene / 0.33 h

2.1: 40.2 g / dimethylsulfoxide; H₂O / 2 h / 150 °C

3.1: 68 percent / ethanol

4.1: 64 percent / ammonium acetate / 1,2-dichloro-ethane / 10 h / Heating

5.1: 38 percent / 10 h / 180 °C

With ammonium acetate; triethylamine; magnesium chloride; In ethanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene;

DOI:10.1016/j.bmc.2005.03.023

upstream raw materials:

formamide

2-amino-4-(3-bromophenyl)-6-[2-(4-morpholinyl)-5-pyridyl]nicotinonitrile

morpholine

5-(3-bromo-phenyl)-7-(6-chloro-pyridin-3-yl)-pyrido[2,3-d]pyrimidin-4-ylamine

Refernces

• 1、 Lee,Jiang,Cowart,Gfesser,Perner,Ki Hwan Kim,Yu Gui Gu,Williams,Jarvis,Kowaluk,Stewart,Bhagwat. "Discovery of 4-amino-5-(3-bromophenyl)-7-(6-morpholino-pyridin-3-yl)pyrido [2,3-d]pyrimidine, an orally active, non-nucleoside adenosine kinase inhibitor". . p. 2133 - 2138. Retrieved 2007/10/03.
• 2、 Zheng, Guo Zhu,Lee, Chih-Hung,Pratt, John K.,Perner, Richard J.,Jiang, Mei Qun,Gomtsyan, Arthur,Matulenko, Mark A.,Mao, Yui,Koenig, John R.,Kim, Ki H.,Muchmore, Steve,Yu, Haixia,Kohlhaas, Kathy,Alexander, Karen M.,McGaraughty, Steve,Chu, Katharine L.,Wismer, Carol T.,Mikusa, Joseph,Jarvis, Michael F.,Marsh, Kennan,Kowaluk, Elizabeth A.,Bhagwat, Shripad S.,Stewart, Andrew O.. "Pyridopyrimidine analogues as novel adenosine kinase inhibitors". . p. 2071 - 2074. Retrieved 2007/10/03.