2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine

Base Information

• Chemical Name: 2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine
• CAS No.: 1886-34-6
• Molecular Formula: C7H10N4O
• Molecular Weight: 166.183
• European Community (EC) Number: 606-149-3
• UNII: JJO1TS4A8Y
• DSSTox Substance ID: DTXSID201224867
• Nikkaji Number: J2.599.150H
• Wikidata: Q27158775
• Mol file: 1886-34-6.mol

Synonyms:1886-34-6;2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine;N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamide;Formylaminopyrimidine;4-AMino-5-(forMaMidoMethyl)-2-MethylpyriMidine;N-((4-Amino-2-methylpyrimidin-5-yl)methyl)formamide;N-Formyl-4-amino-5-aminomethyl-2-methylpyrimidine;JJO1TS4A8Y;4-Amino-5-formamidomethyl-2-methylpyrimidine;N-((4-Amino-2-methyl-5-pyrimidinyl)methyl)formamide;2-methyl-4-amino-5-formylaminomethylpyrimidine;4-Amino-5-((formylamino)methyl)-2-methylpyrimidine;Formamide, N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-;N-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]formamide;UNII-JJO1TS4A8Y;SCHEMBL1571451;CHEBI:85895;DTXSID201224867;CS-T-02668;SB57073;C19872;(4-Amino-2-methyl-5-pyrimidinyl)methylformamide;2-Methyl-5-(formylaminomethyl)pyrimidine-4-amine;(4-Amino-2-methyl-5-pyrimidinyl)methylformamide #;J-400309;Q27158775;N-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]methanamide;NFM

Chemical Property of 2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine

Chemical Property:

• Vapor Pressure: 2.32E-08mmHg at 25°C
• Melting Point: 227-228 °C
• Boiling Point: 452°C at 760 mmHg
• PKA: 14.77±0.23(Predicted)
• Flash Point: 227.2°C
• PSA: 85.12000
• Density: 1.245g/cm³
• LogP: 0.38360
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Sonicated)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.08546096
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

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

4-Amino-5-(formamidomethyl)-2-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=N1)N)CNC=O
• Uses: 4-Amino-5-(formamidomethyl)-2-methylpyrimidine is a metabolite of thiamine (T344185), a essential nutrient required for carbohydrate metabolism; also involved in nerve function.

Technology Process of 2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine

There total 28 articles about 2-Methyl-4-amino-5-(formylaminomethyl)pyrimidine 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: 91.2%

α-formyl-β-formylaminopropionitrile sodium salt (106030-08-4) + acetamidine hydrochloride (124-42-5) → 2-methyl-4-amino-5-formylaminomethylpyrimidine (1886-34-6)

Guidance literature:

With niobium pentachloride; silica gel; zirconium(IV) oxide; In methanol; at 65 - 70 ℃; for 12h; Reagent/catalyst;

Reference yield: 91.0%

N-(2-cyanovinyl)formamide + acetamidine (143-37-3) → 2-methyl-4-amino-5-formylaminomethylpyrimidine (1886-34-6)

Guidance literature:

N-(2-cyanovinyl)formamide; acetamidine; In methanol; at 60 ℃; for 2h;

With copper(l) chloride; In methanol; at 70 ℃; for 4h; Temperature; Reagent/catalyst; Solvent;

Reference yield: 58.0%

N-(3-amino-2-cyanoallyl)formamide + acetonitrile (75-05-8,26809-02-9) → 2-methyl-4-amino-5-formylaminomethylpyrimidine (1886-34-6)

Guidance literature:

With ammonium hydroxide; In water; at 42 ℃; for 16h; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

formic acid

5-(aminomethyl)-2-methylpyrimidin-4-amine

formamide

formic acid ethyl ester

Downstream raw materials:

thiamine hydrochloride

5-(aminomethyl)-2-methylpyrimidin-4-amine

3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-phenyl-thiazolium; chloride-hydrochloride

3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-chloro-ethyl)-4-methyl-thiazolium; chloride-hydrochloride

Refernces

• 1、 -. "Synthetic method of 2-methyl-4-amino-5-formyl aminomethylpyrimidine". Paragraph 0021; 0038. . Retrieved 2019/03/12.
• 2、 Letinois, Ulla,Schuetz, Jan,Haerter, Ralph,Stoll, Rinke,Huffschmidt, Florian,Bonrath, Werner,Karge, Reinhard. "Lewis acid-catalyzed synthesis of 4-aminopyrimidines: A scalable industrial process". supporting information. p. 427 - 431. Retrieved 2013/05/09.