52606-02-7

Basic information

• Product Name: 5-FORMYL-2,4-DIMETHOXYPYRIMIDINE
• Synonyms: 2,4-DIMETHOXYPYRIMIDINE-5-CARBOXALDEHYDE;2,4-DIMETHOXY-5-FORMYLPYRIMIDINE;5-FORMYL-2,4-DIMETHOXYPYRIMIDINE;2,4-dimethoxy-5-pyrimidinecarboxaldehyde;5-FORMYL-2,4-DIMETHOXYPYRIMIDINE 97%;5-FORMYL-2,4-DIMETHYOXYPYRIMIDINE;2,4-DIMETHOXYPYRIMIDINE-5-CARBALDEHYDE;5-PYRIMIDINECARBOXALDEHYDE, 2,4-DIMETHOXY-
• CAS NO: 52606-02-7
• Molecular Formula: C₇H₈N₂O₃
• Molecular Weight: 168.15
• EINECS: 225-699-1
• Product Categories: Pyrimidine;Aldehyde;Building Blocks;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides
• Mol File: 52606-02-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 114-115°C
• Boiling Point: 330.7 °C at 760 mmHg
• Flash Point: 153.8 °C
• Appearance: white crystalline solid
• Density: 1.24 g/cm³
• Vapor Pressure: 0.000163mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: −20°C
• Solubility: Acetone (Slightly), Chloroform (Slightly)
• CAS DataBase Reference: 5-FORMYL-2,4-DIMETHOXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FORMYL-2,4-DIMETHOXYPYRIMIDINE(52606-02-7)
• EPA Substance Registry System: 5-FORMYL-2,4-DIMETHOXYPYRIMIDINE(52606-02-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 52606-02-7(Hazardous Substances Data)

Usage

Chemical Properties

5-FORMYL-2,4-DIMETHOXYPYRIMIDINE is White Crystalline Solid

Uses

Different sources of media describe the Uses of 52606-02-7 differently. You can refer to the following data:
1. 5-FORMYL-2,4-DIMETHOXYPYRIMIDINE is a useful synthetic intermediate
2. A useful synthetic intermediate.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 30, p. 1494, 1987 DOI: 10.1021/jm00391a036

InChI:InChI=1/C7H8N2O3/c1-11-6-5(4-10)3-8-7(9-6)12-2/h3-4H,1-2H3

Upstream product

• 137500-21-1 (E)-5-(2-iodovinyl)-2,4-dimethoxypyrimidine 
• 68-12-2 N,N-dimethyl-formamide 
• 62880-71-1 5-lithio-2,4-dimethoxypyrimidine 
• 137500-22-2 5-(1-hydroxy-2,2-diiodoethyl)-2,4-dimethoxypyrimidine 
• 3551-55-1 2,4-dimethoxypyrimidine 
• 2591-86-8 N-Formylpiperidine 
• 56686-16-9 5-bromo-2,4-dimethoxypyrimidine 
• 298-12-4 Glyoxilic acid 
• 89641-18-9 2,4-dimethoxypyrimidin-5-ylboronic acid 
• 109-72-8 n-butyllithium 
• 109-94-4 formic acid ethyl ester 
• 69304-50-3 5-[(E)-2-iodoethenyl]-2,4(1H,3H)-pyrimidinedione 
• 137500-20-0 (E)-5-(2-iodovinyl)-2,4-dichloropyrimidine 
• 5151-34-8 2,4-Dimethoxy-5-methylpyrimidine 

Downstream Products

• 108711-80-4 5-(2,2-difluorovinyl)-2'-deoxyuridine 
• 226248-81-3 (R)-3-[{N-(2-amino-5-trifluoromethylbenzoyl)glycyl}amino]-1-(2,4-dimethoxypyrimidin-5-ylmethyl)pyrrolidine 
• 119923-27-2 (E)-β-(2,4-dimethoxypyrimidin-5-yl)acrylic acid 
• 1279695-21-4 N-benzyl-C-(2,4-dimethoxypyrimidin-5-yl)nitrone 
• 110821-07-3 2,4-dimethoxypyrimidine-5-carboxylic acid 
• 879329-19-8 5-(5'-benzoyloxymethyl-isoxazol-3'-yl)-2,4-dimethoxypyrimidine 
• 879329-17-6 5-(5'-benzoyloxymethyl-isoxazolin-3'-yl)-2,4-dimethoxypyrimidine 

Relevant articles and documents

Synthesis of Aldehydes by Organocatalytic Formylation Reactions of Boronic Acids with Glyoxylic Acid

Reported herein is a conceptually novel organocatalytic strategy for the formylation of boronic acids. New reactivity is engineered into the α-amino-acid-forming Petasis reaction occurring between aryl boronic acids, amines, and glyoxylic acids to prepare aldehydes. The operational simplicity of the process and its ability to generate structurally diverse and valued aryl, heteroaryl, and α,β-unsaturated aldehydes containing a wide array of functional groups, demonstrates the practical utility of the new synthetic strategy.

Novel Compounds

The invention relates to heteroaromatic carboxamides of formula (I), wherein A, R1, R2 and X are as defined in the specification, processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

Synthesis and cytotoxic activity of 5-(1-hydroxy-2-haloethyl)-, 5-oxiranyl- and (E)-5-(2-iodovinyl)-2,4-dichloro (or dimethoxy) pyrimidines

A series of 5-(1-hydroxy-2-haloethyl) 6, 7, 13, 14a, 5-oxiranyl 8, 9 and (E)-5-(2-iodovinyl)-2,4-dichloro(or dimethoxy)pyrimidines 11, 12 were synthesized for evaluation as cytotoxic agents. The nuclear C-2 and C-4 substituents were determinants of activity since the 2,4-dichloro compounds 6, 8 and 11 were more potent (ED50 = 0.2-0.3 μg/ml) than the corresponding 2,4-dimethoxypyrimidine analogues 7, 9 and 12 (ED50 = 4-28 μg/ml), relative to melphalan (ED50 = 0.15 μg/ml), in the in vitro L1210 screen. Within the 2,4-dichloro series of compounds 6, 8, 11, the C-5 substitutent was not a determinant of activity. In contrast, in the 2,4-dimethoxypyrimidine series, the C-5 substituents influenced activity significantly where the relative potency order was oxiranyl 9 > -CH(OH)CH2I 7 > (E)-CH = CHI 12 > CH(OH)CHI2 13, CH(OH)CHBr(I) 14a and CH(Br)CHOH(I) 14b. The most active compound (E)-5-(2-iodovinyl)-2,4-dichloropyrimidine 11 exhibited weak activity in the in vivo P388 screen (% T/C = 116 for a 10 mg/kg ip dose) relative to the reference drug 5-fluorouracil (% T/C = 135 for a 20 mg/kg dose).