5-(2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

Base Information

• Chemical Name: 5-(2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine
• CAS No.: 865304-71-8
• Molecular Formula: C14H18N4O2
• Molecular Weight: 274.323
• European Community (EC) Number: 839-944-0
• ChEMBL ID: CHEMBL504607
• DSSTox Substance ID: DTXSID00583065
• Wikidata: Q82474580
• Mol file: 865304-71-8.mol

Synonyms:865304-71-8;5-(2-isopropyl-4-methoxyphenoxy)pyrimidine-2,4-diamine;5-(2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine;TCMDC-132471;CHEMBL504607;5-(4-methoxy-2-propan-2-ylphenoxy)pyrimidine-2,4-diamine;5-[4-Methoxy-2-(propan-2-yl)phenoxy]pyrimidine-2,4-diamine;SCHEMBL1493858;DTXSID00583065;HIKYTWIVLKHYIM-UHFFFAOYSA-N;EX-A5514;AC7013;BDBM50413379;MFCD22056165;AKOS037631153;SY248679;CS-0459260;A841707;5-(2-isopropyl-4-methoxy-phenoxy)pyrimidine-2,4-diamine

Chemical Property of 5-(2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

Chemical Property:

• PSA: 97.74000
• LogP: 2.42550
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 274.14297583
• Heavy Atom Count: 20
• Complexity: 303

Purity/Quality:

99.9% ^*data from raw suppliers

5-(2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C=CC(=C1)OC)OC2=CN=C(N=C2N)N

Technology Process of 5-(2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

There total 14 articles about 5-(2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine 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: 89.0%

2-(2-isopropyl-4-methoxyphenoxy)acetonitrile (927872-64-8) + guanidine hydrochloride (50-01-1) + formic acid ethyl ester (109-94-4) → 5-(2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (865304-71-8)

Guidance literature:

2-(2-isopropyl-4-methoxyphenoxy)acetonitrile; formic acid ethyl ester; With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at -12 - -8 ℃; for 3h; Large scale;

guanidine hydrochloride; In 1-methyl-pyrrolidin-2-one; at 115 ℃; for 6h; Large scale;

DOI:10.1021/acs.oprd.0c00246

Reference yield: 81.0%

2-iso-propyl-4-methoxyphenol (13522-86-6) + 5-bromopyrimidine-2,4-diamine (1004-01-9) → 5-(2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (865304-71-8)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In N,N-dimethyl-formamide; at 110 ℃; for 24h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

Reference yield:

imidodicarbonimidic diamide hydrochloride (4761-93-7) + C13H14NO3(1-)*K(1+) → 5-(2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (865304-71-8) + C14H19N5O2

Guidance literature:

at 115 ℃; for 15h;

DOI:10.1021/acs.oprd.0c00246

upstream raw materials:

2-(2-isopropyl-4-methoxyphenoxy)-3-phenylaminoacrylonitrile

diguanidine carbonate

C₁₄H₁₇NO₃

2-(2-isopropyl-4-methoxyphenoxy)acetonitrile

Downstream raw materials:

5-(2,4-diamino-pyrimidin-5-yloxy)-4-isopropyl-2-methoxy-benzenesulfonyl chloride

5-(5-chloro-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

4-(2,4-diamino-pyrimidin-5-yloxy)-2-iodo-5-isopropyl-phenol