Methyl 5-methylpyrimidine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-methylpyrimidine-2-carboxylate
• CAS No.: 76196-80-0
• Molecular Formula: C7H8 N2 O2
• Molecular Weight: 152.153
• Hs Code.: 2933599090
• European Community (EC) Number: 889-892-8
• DSSTox Substance ID: DTXSID30700142
• Wikidata: Q72496993
• Mol file: 76196-80-0.mol

Synonyms:METHYL 5-METHYLPYRIMIDINE-2-CARBOXYLATE;76196-80-0;MFCD16660966;2-Pyrimidinecarboxylicacid,5-methyl-,methylester(6CI,9CI);5-METHYL-2-PYRIMIDINECARBOXYLIC ACID METHYL ESTER;SCHEMBL10382421;DTXSID30700142;AMY15657;CS-W000730;PB28603;DS-11523;SY040125;FT-0720782;METHYL5-METHYLPYRIMIDINE-2-CARBOXYLATE;2-pyrimidinecarboxylic acid,5-methyl-,methyl ester;A857913;Methyl 5-methylpyrimidine-2-carboxylate, AldrichCPR

Chemical Property of Methyl 5-methylpyrimidine-2-carboxylate

Chemical Property:

• Melting Point: 99-101℃
• Boiling Point: 270℃
• PKA: -0.99±0.22(Predicted)
• Flash Point: 117℃
• PSA: 52.08000
• Density: 1.169
• LogP: 0.57160
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-Methylpyrimidine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(N=C1)C(=O)OC

Technology Process of Methyl 5-methylpyrimidine-2-carboxylate

There total 4 articles about Methyl 5-methylpyrimidine-2-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: 90.7%

methanol (67-56-1) + 5-methyl-2-pyrimidinecarboxylic acid (99420-75-4) → Methyl 5-methylpyrimidine-2-carboxylate (76196-80-0)

Guidance literature:

methanol; With thionyl chloride; at 0 - 25 ℃; for 0.5h;

5-methyl-2-pyrimidinecarboxylic acid; at 65 ℃; for 1h;

Reference yield: 57.0%

2-chloro-5-methylpyrimidine (22536-61-4) + methanol (67-56-1) + carbon monoxide (201230-82-2) → Methyl 5-methylpyrimidine-2-carboxylate (76196-80-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; In N,N-dimethyl-formamide; at 120 ℃; under 22502.3 Torr;

Reference yield:

5-bromopyrimidine-2-carbonitrile (38275-57-9) → Methyl 5-methylpyrimidine-2-carboxylate (76196-80-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: cesium fluoride; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 12 h / 100 °C / Inert atmosphere

2.1: sodium hydroxide; water / 3 h / 50 °C

3.1: thionyl chloride / 0.5 h / 0 - 25 °C

3.2: 1 h / 65 °C

With potassium phosphate; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; cesium fluoride; sodium hydroxide; In toluene;

upstream raw materials:

2-chloro-5-methylpyrimidine

methanol

carbon monoxide

5-methylpyrimidine-2-carbonitrile

Downstream raw materials:

(5-methylpyrimidin-2-yl)methanol

5-methylpyrimidine-2-carbaldehyde

5-Aminomethylpyrimidine-2-carboxylic acid

methyl 5-(bromomethyl)pyrimidine-2-carboxylate