Methyl 4-aminopyrimidine-5-carboxylate

Base Information

• Chemical Name: Methyl 4-aminopyrimidine-5-carboxylate
• CAS No.: 714975-53-8
• Molecular Formula: C₆H₇N₃O₂
• Molecular Weight: 153.14
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90596644
• Wikidata: Q82491943
• Mol file: 714975-53-8.mol

Synonyms:Methyl 4-aminopyrimidine-5-carboxylate;714975-53-8;MFCD13195321;SCHEMBL3046078;DTXSID90596644;SGGFEYSMPKNABG-UHFFFAOYSA-N;AKOS015866693;AB70459;CS-W005665;SY110859;TS-00068;EN300-2976489;4-amino-pyrimidine-5-carboxylic acid methyl ester;A866427;J-522306

Chemical Property of Methyl 4-aminopyrimidine-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.00172mmHg at 25°C
• Refractive Index: 1.576
• Boiling Point: 293.5°C at 760 mmHg
• PKA: 3.84±0.10(Predicted)
• Flash Point: 131.3°C
• PSA: 78.10000
• Density: 1.319g/cm³
• LogP: 0.42660
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

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

Methyl4-aminopyrimidine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=CN=C1N

Technology Process of Methyl 4-aminopyrimidine-5-carboxylate

There total 1 articles about Methyl 4-aminopyrimidine-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: 90.0%

methanol (67-56-1) + 4-amino-pyrimidin-5-carboxylic acid (20737-41-1) → methyl 4-aminopyrimidine-5-carboxylic acid (714975-53-8)

Guidance literature:

With sulfuric acid; at 85 ℃; for 12h;

Reference yield:

methyl 4-aminopyrimidine-5-carboxylic acid (714975-53-8) → (S)-4-(2-(5-chloro-2-fluorophenyl)-5-isopropylpyridin-4-ylamino)-N-(2-hydroxypropyl)pyrimidine-5-carboxamide

Guidance literature:

Multi-step reaction with 3 steps

1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

2: trimethylaluminum / toluene; n-heptane / 2 h / Reflux

3: platinum(IV) oxide; hydrogen / ethyl acetate / 3 h / 20 °C

With platinum(IV) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen; trimethylaluminum; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; n-heptane; ethyl acetate; toluene;

Reference yield:

methyl 4-aminopyrimidine-5-carboxylic acid (714975-53-8) → (S)-4-(2-(5-chloro-2-fluorophenyl)-5-(prop-1-en-2-yl)pyridin-4-ylamino)-N-(2-hydroxypropyl)pyrimidine-5-carboxamide

Guidance literature:

Multi-step reaction with 2 steps

1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

2: trimethylaluminum / toluene; n-heptane / 2 h / Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trimethylaluminum; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; n-heptane; toluene;

upstream raw materials:

methanol

4-amino-pyrimidin-5-carboxylic acid

Refernces

• 1、 -. "COMPOUNDS AND METHODS OF USE". Paragraph 0151. . Retrieved 2015/07/16.