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

Base Information

• Chemical Name: 5-(Ethoxymethyl)-2-methylpyrimidin-4-amine
• CAS No.: 73-66-5
• Molecular Formula: C8H13 N3 O
• Molecular Weight: 167.211
• Hs Code.: 2933599090
• European Community (EC) Number: 200-802-2
• NSC Number: 41790
• UNII: L4R9O0B5C5
• DSSTox Substance ID: DTXSID20223274
• Nikkaji Number: J70.284F
• Wikidata: Q27282705
• Mol file: 73-66-5.mol

Synonyms:5-(ethoxymethyl)-2-methylpyrimidin-4-amine;73-66-5;5-(Ethoxymethyl)-2-methyl-4-pyrimidinamine;5-Ethoxymethyl-2-methylpyrimidin-4-ylamine;4-Amino-5-(ethoxymethyl)-2-methylpyrimidine;Pyrimidine, 4-amino-5-(ethoxymethyl)-2-methyl-;2-Methyl-4-amino-5-ethoxymethylpyrimidine;4-Amino-5-ethoxymethyl-2-methylpyrimidine;4-Pyrimidinamine, 5-(ethoxymethyl)-2-methyl-;EINECS 200-802-2;NSC 41790;BRN 0139361;C8H13N3O;L4R9O0B5C5;MFCD00223754;NSC-41790;2-Methyl-5-(ethoxymethyl)-6-aminopyrimidine;5-25-13-00059 (Beilstein Handbook Reference);NSC41790;EC-000.1417;UNII-L4R9O0B5C5;Oprea1_408005;SCHEMBL7724215;DTXSID20223274;BBL004900;STL137728;AKOS001325869;BS-3046;SB56543;5-ethoxymethyl-2-methylpyrimidin-4-ylamin;LS-134645;CS-0088121;D74667;SR-01000513060;2-METHYL-4-AMINO-5-(ETHOXYMETHYL)PYRIMIDINE;4-AMINO-2-METHYL-5-(ETHOXYMETHYL)PYRIMIDINE;SR-01000513060-1;Q27282705;Z234853588

Chemical Property of 5-(Ethoxymethyl)-2-methylpyrimidin-4-amine

Chemical Property:

• Vapor Pressure: 0.0048mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 276.4°C at 760 mmHg
• Flash Point: 121°C
• PSA: 61.03000
• Density: 1.113g/cm³
• LogP: 1.48490
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.105862047
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

99.0%Min ^*data from raw suppliers

4-Amino-5-ethoxymethyl-2-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOCC1=CN=C(N=C1N)C

Technology Process of 5-(Ethoxymethyl)-2-methylpyrimidin-4-amine

There total 13 articles about 5-(Ethoxymethyl)-2-methylpyrimidin-4-amine 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: 82.0%

2-methyl-5-ethoxymethyl-6-chloropyrimidine (749835-80-1) → 5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine (73-66-5)

Guidance literature:

With ammonia; In methanol; at 140 ℃; for 4.5h; Autoclave;

Reference yield:

5-ethoxymethyl-2-methyl-3H-pyrimidin-4-one (5423-97-2) → 5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine (73-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: ethanol; NH₃ / 140 °C

With ethanol; ammonia; trichlorophosphate;

DOI:10.1021/ja01285a026

Reference yield:

ethyl 3-ethoxypropionate (763-69-9) → 5-ethoxymethyl-2-methyl-pyrimidin-4-ylamine (73-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium / diethyl ether / 8 h / 20 °C / Inert atmosphere

1.2: 80 °C / Inert atmosphere

2.1: triethylamine; trichlorophosphate / 3 h / 78 °C

3.1: ammonia / methanol / 4.5 h / 140 °C / Autoclave

With ammonia; sodium; triethylamine; trichlorophosphate; In methanol; diethyl ether;

upstream raw materials:

2-methyl-5-ethoxymethyl-6-chloropyrimidine

ethyl nitrite

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

ethanol

Downstream raw materials:

5-bromomethyl-2-methyl-pyrimidin-4-ylamine

5-(chloromethyl)-2-methyl-pyrimidin-4-amine

4-amino-5-bromomethyl-2-methylpyrimidine hydrobromide

Thiamine hydrochloride

Refernces

• 1、 -. "RADIOISOTOPE 18F SUBSTITUTED THIAMINE, AND SYNTHESIS METHOD AND USE THEREOF". Paragraph 0068. . Retrieved 2018/09/12.
• 2、 Litvak. "Synthesis of 2-methyl-4-amino-5-tert-butoxymethylpyrimidine and splitting of its ether bond". . p. 935 - 938. Retrieved 2007/10/02.