4,6-Dichloropyrimidine-5-carbaldehyde

Base Information

• Chemical Name: 4,6-Dichloropyrimidine-5-carbaldehyde
• CAS No.: 5305-40-8
• Molecular Formula: C5H2Cl2N2O
• Molecular Weight: 176.99
• Hs Code.: 29335990
• European Community (EC) Number: 625-883-5
• DSSTox Substance ID: DTXSID30356108
• Nikkaji Number: J403.433C
• Wikidata: Q72468061
• Mol file: 5305-40-8.mol

Synonyms:4,6-dichloro-5-formylpyrimidine

Chemical Property of 4,6-Dichloropyrimidine-5-carbaldehyde

Chemical Property:

• Appearance/Colour: White to off-white solid
• Vapor Pressure: 8.65E-06mmHg at 25°C
• Melting Point: 70-72 °C
• Refractive Index: 1.73
• Boiling Point: 286.1 °C at 760mmHg
• PKA: -5.90±0.26(Predicted)
• Flash Point: 126.8 °C
• PSA: 42.85000
• Density: 1.588 g/cm³
• LogP: 1.59590
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.9544181
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

4,6-Dichloropyrimidine-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-36/38-22
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C(C(=N1)Cl)C=O)Cl
• Uses: 4,6-Dichloropyrimidine-5-carboxaldehyde is used as a substrate in the synthesis of N-terminal surrogate in amino acid and peptide analogues.

Technology Process of 4,6-Dichloropyrimidine-5-carbaldehyde

There total 6 articles about 4,6-Dichloropyrimidine-5-carbaldehyde 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: 95.0%

4,6-pyrimidinediol (1193-24-4) → 2,6-dichloro-pyrimidine carbaldehyde (5305-40-8)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 1h;

4,6-pyrimidinediol; at 20 ℃; for 0.5h;

Reference yield: 95.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4,6-pyrimidinediol (1193-24-4) → 2,6-dichloro-pyrimidine carbaldehyde (5305-40-8)

Guidance literature:

With trichlorophosphate; at 0 - 20 ℃; for 4.5h; Heating / reflux;

Reference yield: 60.0%

4,6-dichloropyrimidine (1193-21-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,6-dichloro-pyrimidine carbaldehyde (5305-40-8)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 1h;

4,6-dichloropyrimidine; at 120 ℃; for 3h;

upstream raw materials:

N,N-dimethyl-formamide

6-hydroxy-3,4-dihydropyrimidin-4-one

4,6-pyrimidinediol

4,6-dihydroxy-5-formylpyrimidine

Downstream raw materials:

4-chloro-6-morpholin-4-yl-pyrimidine-5-carbaldehyde

4,6-bis(4-methoxycarbonylphenoxy)pyrimidine-5-carbaldehyde

4,6-dimethoxypyrimidine-5-carbaldehyde

(4,6-dichloropyrimidin-5-yl)(3-(methylthio)phenyl)methanol

Refernces

• 1、 Zou, Yi,Xiao, Jianhu,Tu, Zhengchao,Zhang, Yingyi,Yao, Kun,Luo, Minghao,Ding, Ke,Zhang, Yihua,Lai, Yisheng. "Structure-based discovery of novel 4,5,6-trisubstituted pyrimidines as potent covalent Bruton's tyrosine kinase inhibitors". . p. 3052 - 3059. Retrieved 2016.
• 2、 -. "PROCESS AND INTERMEDIATES FOR PREPARING A JAK INHIBITOR". . . Retrieved 2022/03/04.
• 3、 -. "PROCESSES AND INTERMEDIATES FOR MAKING A JAK INHIBITOR". Paragraph 0125; 0126. . Retrieved 2019/08/22.