Ethyl 2-amino-4-methylpyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-amino-4-methylpyrimidine-5-carboxylate
• CAS No.: 81633-29-6
• Molecular Formula: C8H11N3O2
• Molecular Weight: 181.194
• Hs Code.: 2933599090
• European Community (EC) Number: 689-705-8
• DSSTox Substance ID: DTXSID70332704
• Nikkaji Number: J267.457B
• Wikidata: Q72472492
• ChEMBL ID: CHEMBL1783476
• Mol file: 81633-29-6.mol

Synonyms:Ethyl 2-amino-4-methylpyrimidine-5-carboxylate;81633-29-6;2-Amino-4-methylpyrimidine-5-carboxylic acid ethyl ester;2-amino-4-methyl-pyrimidine-5-carboxylic acid ethyl ester;Maybridge1_003176;Oprea1_683503;SCHEMBL1143375;CHEMBL1783476;HMS550I08;DTXSID70332704;MFCD00052622;STL426396;AKOS002675859;SB57374;TS-00207;2-amino-5-ethoxycarbonyl-4-methylpyrimidine;CS-0045876;FT-0625926;EN300-269741;F20904;ethyl 2-amino-4-methyl-pyrimidine-5-carboxylate;Ethyl 2-amino-4-methylpyrimidine-5-carboxylate, 97%;2-Amino-4-methyl-5-pyrimidinecarboxylic acid, ethyl ester

Chemical Property of Ethyl 2-amino-4-methylpyrimidine-5-carboxylate

Chemical Property:

• Vapor Pressure: 4.38E-05mmHg at 25°C
• Melting Point: 222-226 °C
• Refractive Index: 1.556
• Boiling Point: 350.5 °C at 760 mmHg
• Flash Point: 165.8 °C
• PSA: 78.10000
• Density: 1.217 g/cm³
• LogP: 1.12510
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 181.085126602
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-amino-4-methylpyrimidine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C(N=C1C)N

Technology Process of Ethyl 2-amino-4-methylpyrimidine-5-carboxylate

There total 10 articles about Ethyl 2-amino-4-methylpyrimidine-5-carboxylate 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: 85.0%

guanidine hydrochloride (50-01-1) + 2-ethoxymethylene-3-oxobutanoic acid ethyl ester (3788-94-1) → 2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester (81633-29-6)

Guidance literature:

guanidine hydrochloride; With sodium ethanolate; for 0.5h;

2-ethoxymethylene-3-oxobutanoic acid ethyl ester; for 1h; Heating;

DOI:10.1515/HC.2011.025

Reference yield: 81.0%

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) + guanidine acetic acid (593-87-3) → 2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester (81633-29-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 1h; Heating;

Reference yield: 75.0%

2-chloro-4-methylpyrimidine-5-carboxylic acid ethyl ester (188781-08-0) → 2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester (81633-29-6)

Guidance literature:

With ammonia; In tetrahydrofuran; at 20 ℃; for 0.75h;

DOI:10.1016/j.ejmech.2011.03.010

upstream raw materials:

4-methyl-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

diguanidine carbonate

2-ethoxymethylene-3-oxobutanoic acid ethyl ester

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

Downstream raw materials:

2-amino-4-methyl-pyrimidine-5-carboxylic acid hydrazide

C₂₄H₃₀ClN₉O₂

C₁₃H₁₃ClN₄O

2-(4-bromo-phenylamino)-4-methyl-pyrimidine-5-carboxylic acid ethyl ester

Refernces

• 1、 Singh, Kamaljit,Singh, Kawaljit,Wan, Baojie,Franzblau, Scott,Chibale, Kelly,Balzarini, Jan. "Facile transformation of Biginelli pyrimidin-2(1H)-ones to pyrimidines. In vitro evaluation as inhibitors of Mycobacterium tuberculosis and modulators of cytostatic activity". . p. 2290 - 2294. Retrieved 2011/06/22.
• 2、 Schenone, Pietro,Sansebastiano, Laura,Mosti, Luisa. "Reaction of 2-Dimethylaminomethylene-1,3-diones with Dinucleophiles. VIII. Synthesis of Ethyl and Methyl 2,4-Disubstituted 5-Pyrimidinecarboxylates ". . p. 295 - 305. Retrieved 2007/10/02.