Production Method 1

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  40 min, 70 °C
1.2 Reagents: Phosphorus oxychloride ;  3 h, reflux

Reference

Preparation of heterocycles as mTOR inhibitors

, China, , ,

Production Method 2

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine ,  Phosphorus oxychloride Solvents: Toluene ;  100 °C

Reference

Optimization of potent and selective dual mTORC1 and mTORC2 inhibitors: The discovery of AZD8055 and AZD2014

Pike, Kurt G.; Malagu, Karine; Hummersone, Marc G.; Menear, Keith A.; Duggan, Heather M. E.; et al, Bioorganic & Medicinal Chemistry Letters, 2013, 23(5), 1212-1216

Production Method 3

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  rt → 70 °C; 30 min, 70 °C; 70 °C → rt
1.2 Reagents: Phosphorus oxychloride ;  2.5 h, rt → 100 °C

Reference

Preparation of 1H-pyrido[2,3-d]pyrimidine derivatives for combination therapy of cancer

, World Intellectual Property Organization, , ,

Production Method 4

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  30 min, 70 °C
1.2 Reagents: Phosphorus oxychloride ;  2.5 h, 100 °C

Reference

Preparation of (piperazinyl)pyridopyrimidines as KRAS G12C mutant protein inhibitor and used for treatment of cancer

, China, , ,

Production Method 5

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  25 °C; 0.5 h, 70 °C; 70 °C → 25 °C
1.2 Reagents: Phosphorus oxychloride ;  25 °C; 3 h, 100 °C

Reference

Synthesis of quinazoline heterocyclic mTOR inhibitors treating cancer and infectious diseases

, World Intellectual Property Organization, , ,

Production Method 6

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  0.5 h, 70 °C; 70 °C → rt
1.2 Reagents: Phosphorus trichloride ;  rt; 2 h, 10 °C

Reference

Salt and crystal form of mtorc1/2 dual kinase activity inhibitor and preparation method

, World Intellectual Property Organization, , ,

Production Method 7

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  0.5 h, 70 °C; 70 °C → rt
1.2 Reagents: Phosphorus oxychloride ;  rt; 2 h, 100 °C

Reference

Preparation of pyridopyrimidine compounds acting as mTORC 1/2 double-kinase inhibitors

, World Intellectual Property Organization, , ,

Production Method 8

938443-20-0

Reaction Conditions

Reference

Preparation of pyridine and morpholine derivatives as combination products for treatment of cancer.

, United States, , ,

Production Method 9

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  40 min, 70 °C
1.2 Reagents: Phosphorus oxychloride ;  3 h, reflux

Reference

Preparation of heteroaryl-fused-pyrimidine derivatives as mTOR and PI3K inhibitors

, World Intellectual Property Organization, , ,

Production Method 10

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  30 min, 70 °C; 70 °C → rt
1.2 Reagents: Phosphorus oxychloride ;  2.5 h, rt → 100 °C

Reference

Pyrido-, pyrazo- and pyrimido-pyrimidine derivatives as mTOR inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer

, United States, , ,

Production Method 11

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  rt; 30 min, rt → 70 °C; 70 °C → rt
1.2 Reagents: Phosphorus oxychloride ;  2.5 h, rt → 100 °C

Reference

2-Methylmorpholine-substituted pyrido-, pyrazo- and pyrimidopyrimidine derivatives as mTOR inhibitors and their preparation, pharmaceutical compositions and use in the treatment of cancer

, World Intellectual Property Organization, , ,

Production Method 12

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  30 min, 70 °C; cooled
1.2 Reagents: Phosphorus oxychloride ;  4 h, 110 °C

Reference

Pyridinopyrimidines as mTOR inhibitors and their preparation, pharmaceutical compositions and use in the treatment of proliferative diseases

, China, , ,

Production Method 13

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  30 min, 70 °C
1.2 Reagents: Phosphorus oxychloride ;  70 °C → rt; 2 h, rt → 100 °C

Reference

Use of pyridopyrimidine compounds in preparation of drug for treating nasopharyngeal carcinoma

, World Intellectual Property Organization, , ,

Production Method 14

938443-19-7

938443-20-0

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Toluene ;  rt; 30 min, 70 °C; 70 °C → rt
1.2 Reagents: Phosphorus oxychloride ;  3 h, 100 °C; cooled

Reference

Preparation of imidazolylheteroaryldiamine derivatives for use as JAK kinase inhibitors

, World Intellectual Property Organization, , ,

2,4,7-Trichloropyrido[2,3-d]pyrimidine Raw materials

• 7-chloro-1H,2H,3H,4H-pyrido[2,3-d]pyrimidine-2,4-dione

2,4,7-Trichloropyrido[2,3-d]pyrimidine Preparation Products

• 2,4,7-Trichloropyrido[2,3-d]pyrimidine (938443-20-0)

• 1. Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers?
  Zhixia Liu,Tingjian Chen,Floyd E. Romesberg Chem. Sci., 2017,8, 8179-8182
• 2. Excited state dynamics of symmetric and asymmetric Cr3(dpa)4Cl2 measured using femtosecond transient absorption spectroscopy?
  Chao-Han Cheng,Wen-Zhen Wang,Shie-Ming Peng,I-Chia Chen Phys. Chem. Chem. Phys., 2017,19, 25471-25477
• 3. Fe3O4/FeS2 heterostructures enable efficient oxygen evolution reaction?
  Xingqun Zheng,Lele Song,Xin Feng,Li Li,Zidong Wei J. Mater. Chem. A, 2020,8, 14145-14151
• 4. Excited state potential energy surfaces and their interactions in FeIVO active sites
  Shaun D. Wong,Edward I. Solomon Dalton Trans., 2014,43, 17567-17577
• 5. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridopyrimidines Pyrido[2,3-d]pyrimidines

Introduction to 2,4,7-Trichloropyrido[2,3-d]pyrimidine (CAS No. 938443-20-0)

The compound 2,4,7-Trichloropyrido[2,3-d]pyrimidine (CAS No. 938443-20-0) is a heterocyclic aromatic compound with significant potential in various scientific and industrial applications. This compound belongs to the class of pyridopyrimidines, which are known for their unique electronic properties and structural diversity. The molecule consists of a pyrido[2,3-d]pyrimidine core with three chlorine substituents at positions 2, 4, and 7. This substitution pattern not only enhances the compound's stability but also imparts unique reactivity and selectivity in chemical reactions.

Recent studies have highlighted the importance of trichloropyrido pyrimidine analogs in the field of medicinal chemistry. Researchers have explored their potential as scaffolds for drug discovery, particularly in the development of kinase inhibitors and other bioactive molecules. The presence of chlorine atoms in the structure contributes to the compound's hydrophobicity and ability to interact with biological targets through hydrogen bonding and π-π interactions.

The synthesis of 2,4,7-Trichloropyrido[2,3-d]pyrimidine involves a multi-step process that typically begins with the preparation of a suitable precursor. One common approach is the cyclization of a diamine derivative under high temperature or microwave-assisted conditions. The introduction of chlorine substituents is achieved through electrophilic substitution reactions or via pre-functionalized intermediates. These methods have been optimized to ensure high yields and purity of the final product.

In terms of applications, pyrido pyrimidine derivatives have shown promise in materials science as well. Their aromaticity and planar structure make them suitable candidates for use in organic electronics, such as field-effect transistors (FETs) and light-emitting diodes (LEDs). Recent advancements in this area have demonstrated that chlorinated derivatives exhibit improved charge transport properties compared to their non-chlorinated counterparts.

The toxicity profile of CAS No. 938443-20-0 has also been a subject of interest for researchers. Preliminary studies indicate that the compound exhibits low acute toxicity in experimental models; however, further investigations are required to fully understand its long-term effects on human health and the environment.

In conclusion, 2,4,7-Trichloropyrido[2,3-d]pyrimidine (CAS No. 938443-20-0) is a versatile compound with a wide range of potential applications across different scientific disciplines. Its unique structure and chemical properties make it an attractive candidate for further research and development.

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