4-Pyrimidinecarboxylic acid

Product Name: 4-Pyrimidinecarboxylic acid
CAS No.: 31462-59-6
Chemical Name: 4-Pyrimidinecarboxylic acid
Synonyms: PYRIMIDINE-4-CARBOXYLIC ACID;4-Pyrimidinecarboxylicaci;4-PYRIMIDINECARBOXYLIC ACID;Pyrimidine-4-carboxylic a...;Pyrimidin-4-yl-carboxylic acid;Pyrimidine-4-carboxylic acid ,98%;4-Pyrimidinecarboxylic acid (6CI,8CI,9CI);4-Carboxypyrimidine, 4-Carboxy-1,3-diazine;4-Pyrimidinecarboxylic acid ISO 9001：2015 REACH;4-PYRIMIDINECARBOXYLIC ACID,PYRIMIDINE-4-CARBOXYLIC ACID
CBNumber: CB6766207
Molecular Formula: C5H4N2O2
Formula Weight: 124.1
MOL File: 31462-59-6.mol

More

Less

4-Pyrimidinecarboxylic acid Property

Melting point:: 229.8-231.9°C
Boiling point:: 318.7±15.0 °C(Predicted)
Density: 1.403±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMF: 5 mg/ml; DMSO: 20 mg/ml; Ethanol: 0.25 mg/ml; PBS (pH 7.2): 1 mg/ml
form: powder to crystal
pka: 2.81±0.10(Predicted)
color: White to Light yellow
InChI: InChI=1S/C5H4N2O2/c8-5(9)4-1-2-6-3-7-4/h1-3H,(H,8,9)
InChIKey: YPOXGDJGKBXRFP-UHFFFAOYSA-N
SMILES: C1=NC=CC(C(O)=O)=N1
CAS DataBase Reference: 31462-59-6(CAS DataBase Reference)
EPA Substance Registry System: 4-Pyrimidinecarboxylic acid (31462-59-6)

More

Less

Safety

Hazard Codes: Xi,Xn
Risk Statements: 36
Safety Statements: 26
WGK Germany: 3
TSCA: Yes
HazardClass: IRRITANT
HS Code: 29339900

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H319Causes serious eye irritation
Precautionary statements: P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 730831
Product name: 4-Pyrimidinecarboxylic acid
Packaging: 500mg
Price: $110
Updated: 2025/07/31

TCI Chemical

Product number: P1993
Product name: Pyrimidine-4-carboxylic Acid
Purity: >98.0%(GC)(T)
Packaging: 200mg
Price: $128
Updated: 2024/03/01

Cayman Chemical

Product number: 10010564
Product name: Pyrimidine-4-Carboxylic Acid
Purity: >98%
Packaging: 50mg
Price: $21
Updated: 2024/03/01

Cayman Chemical

Product number: 10010564
Product name: Pyrimidine-4-Carboxylic Acid
Purity: >98%
Packaging: 100mg
Price: $39
Updated: 2024/03/01

Cayman Chemical

Product number: 10010564
Product name: Pyrimidine-4-Carboxylic Acid
Purity: >98%
Packaging: 250mg
Price: $82
Updated: 2024/03/01

More

Less

4-Pyrimidinecarboxylic acid Chemical Properties,Usage,Production

Chemical Properties

white solid

Uses

4-?Pyrimidinecarboxylic Acid is a reactant in copper-catalyzed heteroaryl carboxamide-directed ortho-amination of anilines with cyclic alkylamines.

Synthesis

3438-46-8

31462-59-6

1. Oxidation reaction: Selenium dioxide (8.82 g, 0.079 mol) was slowly added to a stirred solution of 4-methylpyrimidine (5.0 g, 0.053 mol) in pyridine (55 mL) at room temperature. The reaction mixture was stirred at 55°C for 2 hours, then warmed to 80°C and continued stirring for 3.5 hours. After completion of the reaction, it was cooled to room temperature and stirred overnight, the reaction mixture was filtered and the residue was washed with pyridine. The pyridine solution was combined and concentrated, and the resulting pyrimidine-4-carboxylic acid was washed with water to remove traces of selenium dioxide. Yield: 5.3 g, 80.5% yield. 2. Esterification reaction: Concentrated pyrimidine-4-carboxylic acid (5.0 g, 0.04 mol) was dissolved in methanol (170 mL) and hydrochloric acid (2 mL, room temperature) was added. After refluxing overnight, the reaction mixture was cooled to room temperature, neutralized with 10% sodium bicarbonate solution and concentrated. The esterified product was extracted with ether, dried over anhydrous sodium sulfate and concentrated to give methyl pyrimidine-4-carboxylate as a yellow solid. Yield: 3.3 g, yield 57.55%. 3. Amidation reaction: Trimethylacetyl chloride (11.30g, 0.093mol) was added dropwise to a solution of triethylamine (15.75g, 0.155mol) and 4-chloroaniline (10.0g, 0.078mol) in benzene (500mL) at 0℃. The reaction mixture was gradually warmed to room temperature and stirred for 3 hours. Upon completion of the reaction, it was quenched with water, extracted with ethyl acetate, washed sequentially with water and brine, and dried over anhydrous sodium sulfate. The resulting solid product was recrystallized from petroleum ether. Yield: 14.0 g, 84.43% yield. 4. Lithiation reaction: To a solution of N-(4-chlorophenyl)-2,2-dimethylpropanamide (3.5 g, 0.0165 mol) in tetrahydrofuran (50 mL) was added a hexane solution of n-butyllithium (2.64 g, 1.2 M, 0.041 mol) at 0 °C. The reaction was followed by stirring for 2 hours. After stirring at 0 °C for 2 h, the reaction was cooled to -70 °C and a tetrahydrofuran (25 mL) solution of methyl pyrimidine-4-carboxylate (3.18 g, 0.023 mol) was slowly added. The reaction mixture was then warmed to room temperature and stirred overnight. Ether (50 mL) and water (50 mL) were added and the organic layer was separated. The aqueous layer was further extracted with ether and the organic layers were combined, washed sequentially with water and brine and dried over anhydrous sodium sulfate. After concentration, the product was purified by column chromatography. Yield: 1.7 g, yield 32.69%. 5. Deprotection reaction: 70% sulfuric acid solution (10 mL) of protected aminoketone (1.7 g, 0.0054 mol) was heated at 95 °C overnight. After cooling to room temperature, it was alkalized with 10% sodium hydroxide solution, extracted with dichloromethane, washed sequentially with water and brine, and dried over anhydrous sodium sulfate. After concentration, the product was purified by basic alumina column chromatography to obtain the target compound. Yield: 0.20 g, 16% yield.

References

[1] Patent: WO2004/46092, 2004, A2. Location in patent: Page 52-53
[2] Patent: WO2008/23239, 2008, A1. Location in patent: Page/Page column 21
[3] Heterocycles, 2003, vol. 60, # 4, p. 953 - 957
[4] PLoS ONE, 2016, vol. 11, # 5,
[5] Patent: WO2008/70150, 2008, A1. Location in patent: Page/Page column 59

4-Pyrimidinecarboxylic acid Preparation Products And Raw materials

Raw materials

4-Methylpyrimidine Selenium dioxide

Preparation Products

More

Less

4-Pyrimidinecarboxylic acid Suppliers

China 205 Czech Republic 1 Europe 1 France 1 Germany 1 India 5 Japan 2 The Netherlands 1 United Kingdom 8 United States 30 Global 255

Bridge Organics

Tel: +1269-649-4200
Fax: +1269-649-0611
Email: ab@bridgeorganics.com
Country: United States
ProdList: 162
Advantage: 55

Pure Chemistry Scientific Inc.

Tel: 001-857-928-2050 or 1-888-588-9418
Fax: 001-617-206-9595
Email: sales@chemreagents.com
Country: United States
ProdList: 10186
Advantage: 62

HBCChem, Inc.

Tel: +1-510-219-6317
Fax: +1-650-486-1361
Email: sales@hbcchem.com
Country: United States
ProdList: 10648
Advantage: 60

AbaChemScene

Tel: 732-484-9848
Fax: 888-484-5008
Email: sales@chemscene.com
Country: United States
ProdList: 3982
Advantage: 60

Alchem Pharmtech,Inc.

Tel: 8485655694
Email: sales@alchempharmtech.com
Country: United States
ProdList: 63687
Advantage: 58

Aladdin Scientific

Tel
Email: tp@aladdinsci.com
Country: United States
ProdList: 57505
Advantage: 58

Aceschem Inc.

Tel: +1-817863-6948 +1-（817）863-6948
Email: sales@aceschem.com
Country: United States
ProdList: 19632
Advantage: 58

Synthonix Inc

Tel: --
Fax: --
Email: info@synthonix.com
Country: United States
ProdList: 6872
Advantage: 58

Cayman Chemical Company

Tel: --
Fax: --
Email: cayman@caymanchem.com
Country: United States
ProdList: 6213
Advantage: 81

Tyger Scientific Inc.

Tel: --
Fax: --
Email: sales@tygersci.com
Country: United States
ProdList: 402
Advantage: 58

OChem Incorporation

Tel: --
Fax: --
Email: sales@ocheminc.com
Country: United States
ProdList: 6501
Advantage: 60

Oakwood Products, Inc.

Tel: --
Fax: --
Email: sales@oakwoodchemical.com
Country: United States
ProdList: 6193
Advantage: 74

United States Biological

Tel: --
Fax: --
Email: chemicals@usbio.net
Country: United States
ProdList: 6214
Advantage: 80

Riedel-de Haen AG

Tel: --
Fax: --
Country: United States
ProdList: 6773
Advantage: 87

TCI America

Tel: --
Fax: --
Email: sales@tciamerica.com
Country: United States
ProdList: 6909
Advantage: 75

Frontier Scientific, Inc.

Tel: --
Fax: --
Email: sales@frontiersci.com
Country: United States
ProdList: 6222
Advantage: 86

Matrix Scientific

Tel: --
Fax: --
Email: sales@matrixscientific.com
Country: United States
ProdList: 6632
Advantage: 80

SynQuest Laboratories, Inc.

Tel: --
Fax: --
Email: info@synquestlabs.com
Country: United States
ProdList: 6871
Advantage: 62

Synthonix

Tel: --
Fax: --
Email: info@synthonix.com
Country: United States
ProdList: 1423
Advantage: 68

Ryan Scientific, Inc.

Tel: --
Fax: --
Email: ryan.reichlyn@ryansci.com
Country: United States
ProdList: 6439
Advantage: 60

AK Scientific, Inc.

Tel: --
Fax: --
Email: sales@aksci.com
Country: United States
ProdList: 6347
Advantage: 65

Wilshire Chemical Company Inc.

Tel: --
Fax: --
Email: WilshrChem@AOL.COM
Country: United States
ProdList: 3498
Advantage: 58

Aagile Labs Division of Tyger Scientific

Tel: --
Fax: --
Email: tygersci@yahoo.com
Country: United States
ProdList: 6568
Advantage: 68

Waterstone Technology, LLC

Tel: --
Fax: --
Email: sales@waterstonetech.com
Country: United States
ProdList: 6786
Advantage: 30

Beta Pharma, Inc.

Tel: --
Fax: --
Email: sales@betapharma.com
Country: United States
ProdList: 6226
Advantage: 60

Chem-Impex International, Inc.

Tel: --
Fax: --
Country: United States
ProdList: 6730
Advantage: 64

INDOFINE Chemical Company, Inc.

Tel: --
Fax: --
Email: chemical@indofinechemical.com
Country: United States
ProdList: 6176
Advantage: 69

3B Scientific Corporation

Tel: --
Fax: --
Email: sales@3bsc.com
Country: United States
ProdList: 6718
Advantage: 47

J & W PharmLab, LLC

Tel: --
Fax: --
Email: services@jwpharmlab.com
Country: United States
ProdList: 4156
Advantage: 63

Anichem LLC

Tel: --
Fax: --
Email: sales@anichemllc.com
Country: United States
ProdList: 4112
Advantage: 34

More

Less

View Lastest Price from 4-Pyrimidinecarboxylic acid manufacturers

Career Henan Chemical Co

Product: 4-Pyrimidinecarboxylic acid 31462-59-6
Price: US $8.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10TON
Release date: 2018-12-18

31462-59-6, 4-Pyrimidinecarboxylic acidRelated Search:

4-Aminobenzoic acid Sulfadiazine Retinoic acid Chromium picolinate Calcium formate Pyrimidine Methyl formate Bis(2-ethylhexyl) phthalate Benzoic acid 4-Pyrimidinol 2-Pyrimidinecarboxylic acid(Crystalline solid) (2-CYANOPHENYL)ACETIC ACID FERROCENEACETIC ACID Azido-PEG1-CH2CO2H 4-HYDROXY-3-METHYLBENZOIC ACID Hexahydroisonicotinamide Benzyl 4-hydroxy-1-piperidinecarboxylate Isonipecotic acid

4-PYRIMIDINECARBOXYLIC ACID

PYRIMIDINE-4-CARBOXYLIC ACID

4-Pyrimidinecarboxylic acid (6CI,8CI,9CI)

Pyrimidin-4-yl-carboxylic acid

4-PYRIMIDINECARBOXYLIC ACID,PYRIMIDINE-4-CARBOXYLIC ACID

Pyrimidine-4-carboxylic acid ,98%

Pyrimidine-4-carboxylic a...

4-Carboxypyrimidine, 4-Carboxy-1,3-diazine

4-Pyrimidinecarboxylicaci

4-Pyrimidinecarboxylic acid ISO 9001：2015 REACH

31462-59-6

250-641-7

Heterocycle-Pyrimidine series

Building Blocks

Carboxy

Carboxylic Acids

Pyrazines, Pyrimidines & Pyridazines

pharmacetical

Carboxylic Acids

Pyrazines, Pyrimidines & Pyridazines

Pyrimidine series

PYRIMIDINE