5-Pyrimidinecarboxaldehyde, 2,4-dichloro-

Base Information

• Chemical Name: 5-Pyrimidinecarboxaldehyde, 2,4-dichloro-
• CAS No.: 871254-61-4
• Molecular Formula: C5H2Cl2N2O
• Molecular Weight: 176.99
• Hs Code.: 2933599090
• Mol file: 871254-61-4.mol

Synonyms:5-Pyrimidinecarboxaldehyde, 2,4-dichloro-;2,4-DichloropyriMidine-5-...;2,4-Dichloro-5-pyriMidinecarboxaldehyde;2,4-Dichloropyrimidine-5-Carboxaldehyde

Chemical Property of 5-Pyrimidinecarboxaldehyde, 2,4-dichloro-

Chemical Property:

• Vapor Pressure: 0.00167mmHg at 25°C
• Refractive Index: 1.616
• Boiling Point: 294 °C at 760 mmHg
• PKA: -4.44±0.29(Predicted)
• Flash Point: 131.6 °C
• PSA: 42.85000
• Density: 1.588 g/cm³
• LogP: 1.59590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Dichloro-5-pyrimidinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,4-Dichloro-5-pyrimidinecarboxaldehyde, is an organic building block used for the synthesis of novel pyrazolo[3,4-d]pyrimidine compounds, as possible kinase inhibitors.

Technology Process of 5-Pyrimidinecarboxaldehyde, 2,4-dichloro-

There total 7 articles about 5-Pyrimidinecarboxaldehyde, 2,4-dichloro- 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: 96.6%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + uridine (58-96-8) → 2,4-dichloro-5-pyrimidinecarboxaldehyde (871254-61-4)

Guidance literature:

N,N-dimethyl-formamide; With boric acid; trichlorophosphate; at 5 ℃; for 0.5h;

uridine; at 5 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 87.0%

4-morpholinecarboxaldehyde (4394-85-8) + 2,4-dichloro-5-bromopyrimidine (36082-50-5) → 2,4-dichloro-5-pyrimidinecarboxaldehyde (871254-61-4)

Guidance literature:

2,4-dichloro-5-bromopyrimidine; With TurboGrignard; In tetrahydrofuran; at -78 - -42 ℃; for 1.25h;

4-morpholinecarboxaldehyde; In tetrahydrofuran; at -78 - -42 ℃; for 3.91667h;

Reference yield: 69.0%

2,4-dihydroxypyrimidine-5-carbaldehyde (1195-08-0) → 2,4-dichloro-5-pyrimidinecarboxaldehyde (871254-61-4)

Guidance literature:

With triethylamine; trichlorophosphate; at 30 - 35 ℃; for 3.5h;

DOI:10.1016/j.bioorg.2020.103720

upstream raw materials:

2,4-dichloro-5-bromopyrimidine

N,N-dimethyl-formamide

4-morpholinecarboxaldehyde

Methyl formate

Downstream raw materials:

1H-pyrazolo[3,4-d]pyrimidin-6-amine

N-(1-methyl-1H-pyrazol-4-yl)-1-(3-nitrobenzyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine

1-(3-aminobenzyl)-N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine

Refernces

• 1、 Chen, Cheng-Juan,Shu, Lei,Wang, Zhi-Jian,Yin, Yuan,Yu, Ru-Nan,Zhang, Da-Yong,Zhang, Tian-Tai. "Novel 1H-pyrazolo[3,4-d]pyrimidin-6-amino derivatives as potent selective Janus kinase 3 (JAK3) inhibitors. Evaluation of their improved effect for the treatment of rheumatoid arthritis". . . Retrieved 2020/03/17.
• 2、 -. "PYRAZOLO-PYRIMIDIN-AMINO-CYCLOALKYL COMPOUNDS AND THEIR THERAPEUTIC USES". Paragraph 0522. . Retrieved 2019/12/28.