2-Amino-4-methylpyrimidine

Base Information

• Chemical Name: 2-Amino-4-methylpyrimidine
• CAS No.: 108-52-1
• Molecular Formula: C5H7N3
• Molecular Weight: 109.131
• Hs Code.: 29335990
• European Community (EC) Number: 203-591-5
• NSC Number: 1939
• UNII: ZEQ6ZS0OOC
• DSSTox Substance ID: DTXSID90148349
• Nikkaji Number: J79.446E
• Wikidata: Q48937495
• Mol file: 108-52-1.mol

Synonyms:2-AMINO-4-METHYLPYRIMIDINE;108-52-1;4-methylpyrimidin-2-amine;2-Pyrimidinamine, 4-methyl-;6-Methyl-2-pyrimidinamine;Pyrimidine, 2-amino-4-methyl-;4-Methylpyrimidin-2-ylamine;4-methyl-pyrimidin-2-ylamine;4-Methyl-2-pyrimidinamine;2-AMINO-4-METHYL-PYRIMIDINE;ZEQ6ZS0OOC;NSC 1939;EINECS 203-591-5;BRN 0108506;AI3-08091;NSC-1939;MFCD00006101;5-25-10-00160 (Beilstein Handbook Reference);4-methylpyrimidine-2-ylamine;NSC1939;UNII-ZEQ6ZS0OOC;2-amino4-methylpyrimidine;4-methylpyrimidin-2-ylamin;4-methyl-2-pyrimidinylamine;SCHEMBL91470;4-Methyl-2-pyrimidinamine #;SCHEMBL16218788;DTXSID90148349;CHEBI:170014;(4-methyl-pyrimidin-2-yl)-amine;2-Amino-4-methylpyrimidine, 97%;2-AMINO-6-METHYLPYRIMIDINE;STR00700;STL183321;AKOS000119513;AM86284;BS-3735;CS-W007988;MB00179;AC-26662;SY007728;LS-134648;EN300-21522;2-(1H-BENZIMIDAZOL-1-YL)PROPANOICACID;W-200786;2-Amino-4-methylpyrimidine;Q48937495;F9995-0100;Z104500640

Chemical Property of 2-Amino-4-methylpyrimidine

Chemical Property:

• Appearance/Colour: off-white to light brown crystalline powder
• Vapor Pressure: 0.11mmHg at 25°C
• Melting Point: 158-160 °C(lit.)
• Refractive Index: 1.574
• Boiling Point: 283.4 °C at 760 mmHg
• PKA: pK1: 4.11(+1) (20°C)
• Flash Point: 149.9 °C
• PSA: 51.80000
• Density: 1.155 g/cm³
• LogP: 0.94840
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 109.063997236
• Heavy Atom Count: 8
• Complexity: 74.1

Purity/Quality:

99.9% ^*data from raw suppliers

2-Amino-4-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC(=NC=C1)N
• Uses: 2-Amino-4-methylpyrimidine is a compound involved in a study about carbonylation as a key reaction in anaerobic acetone activation by Desulfococcus biacutus. 2-Amino-4-methylpyrimidine is formed as the product of a reaction between acetoacetaldehyde and guanidine.

Technology Process of 2-Amino-4-methylpyrimidine

There total 18 articles about 2-Amino-4-methylpyrimidine 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: 90.0%

4-trimethylsilyl-3-butyn-2-one (5930-98-3) + guanidine hydrochloride (50-01-1) → 4-Methyl-pyrimidin-2-ylamin (108-52-1)

Guidance literature:

With sodium carbonate; In acetonitrile; at 120 ℃; for 0.666667h; microwave irradiation;

DOI:10.1055/s-2003-36781

Reference yield: 83.0%

2-amino-4-methylpyrimidine-5-carboxylic acid (769-51-7) → 4-Methyl-pyrimidin-2-ylamin (108-52-1)

Guidance literature:

for 2h; Heating;

Reference yield:

5-bromo-4-methylpyrimidine-2-ylamine (17321-93-6) + bis(pinacol)diborane (73183-34-3) → 4-Methyl-pyrimidin-2-ylamin (108-52-1) + 4-methyl-5-(4,4,5,5-tetramethyl (1,3,2-dioxaborolan-2-yl))pyrimidine-2-ylamine (944401-55-2)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 115 ℃; for 18.25h; Heating / reflux;

upstream raw materials:

2-amino-6-methyl-4-chloropyrimidine

ethanol

4-methoxy-3-buten-2-one

sodium ethanolate

Downstream raw materials:

N-(4-methyl-pyrimidin-2-yl)-N'-(toluene-4-sulfonyl)-urea

7-methyl-2-(4-nitro-phenyl)-imidazo[1,2-a]pyrimidine

2-Amino-4-styryl-pyrimidin

chloro-acetic acid-(4-methyl-pyrimidin-2-ylamide)

Refernces

• 1、 Bycroft,B.W. et al.. "-". . p. 3040 - 3047. Retrieved 1971.
• 2、 -. "Zero-wastewater preparation method of 2-amino-4-methylpyrimidine compound". Paragraph 0023-0024. . Retrieved 2020/05/02.
• 3、 Burger, Matthew T.,Pecchi, Sabina,Wagman, Allan,Ni, Zhi-Jie,Knapp, Mark,Hendrickson, Thomas,Atallah, Gordana,Pfister, Keith,Zhang, Yanchen,Bartulis, Sarah,Frazier, Kelly,Ng, Simon,Smith, Aaron,Verhagen, Joelle,Haznedar, Joshua,Huh, Kay,Iwanowicz, Ed,Xin, Xiaohua,Menezes, Daniel,Merritt, Hanne,Lee, Isabelle,Wiesmann, Marion,Kaufman, Susan,Crawford, Kenneth,Chin, Michael,Bussiere, Dirksen,Shoemaker, Kevin,Zaror, Isabel,Maira, Sauveur-Michel,Voliva, Charles F.. "Identification of NVP-BKM120 as a potent, selective, orally bioavailable class i PI3 kinase inhibitor for treating cancer". supporting information; experimental part. p. 774 - 779. Retrieved 2011/12/03.