5-(2,3,4-Trimethoxybenzyl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: 5-(2,3,4-Trimethoxybenzyl)pyrimidine-2,4-diamine
• CAS No.: 6981-04-0
• Molecular Formula: C₁₄H₁₈N₄O₃
• Molecular Weight: 290.322
• DSSTox Substance ID: DTXSID80877575
• Nikkaji Number: J1.582.932J
• Wikidata: Q82859408
• ChEMBL ID: CHEMBL336420
• Mol file: 6981-04-0.mol

Synonyms:6981-04-0;CHEMBL336420;SCHEMBL11643177;DTXSID80877575;5-(2,3,4-Trimethoxybenzyl)pyrimidine-2,4-diamine;2,4-PYRIMIDINEDIAMINE, 5-[(2,3,4-TRIMETHOXYPHENY;5-[(3',4',5'-trimethoxyphenyl)methyl]-2,4-pyrimidinediamine

Chemical Property of 5-(2,3,4-Trimethoxybenzyl)pyrimidine-2,4-diamine

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 290.13789045
• Heavy Atom Count: 21
• Complexity: 321

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)CC2=CN=C(N=C2N)N)OC)OC

Technology Process of 5-(2,3,4-Trimethoxybenzyl)pyrimidine-2,4-diamine

There total 4 articles about 5-(2,3,4-Trimethoxybenzyl)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: 51.0%

guanidine hydrochloride (50-01-1) + 3-morpholino-2-(2,3,4-trimethoxybenzyl)acrylonitrile (84876-26-6) → 5-(2,3,4-trimethoxy-benzyl)-pyrimidine-2,4-diamine (6981-04-0)

Guidance literature:

In ethanol; for 1h; Heating;

DOI:10.1021/jm00359a009

Reference yield: 34.0%

2,4-diamino-5-hydroxymethyl-pyrimidine (42310-45-2) + 1,2,3-trimethoxybenzene (634-36-6) → 2,4-diamino-5-(3-hydroxy-2,4-dimethoxybenzyl)pyrimidine (84876-27-7) + 2,4-diamino-5-(4-hydroxy-3,5-dimethoxybenzyl)pyrimidine (83322-41-2) + 5-(2,3,4-trimethoxy-benzyl)-pyrimidine-2,4-diamine (6981-04-0)

Guidance literature:

With hydrogenchloride; In acetic acid; at 100 ℃; for 3h;

DOI:10.1021/jm00359a009

Reference yield:

3-Methoxypropionitrile (110-67-8) + guanidine nitrate (113-00-8) + 2,3,4-trimethoxybenzaldehyde (2103-57-3) → 5-(2,3,4-trimethoxy-benzyl)-pyrimidine-2,4-diamine (6981-04-0)

Guidance literature:

With sodium methylate; Yield given. Multistep reaction; 1.) MeOH, reflux, 7 h, 2.) MeOH, reflux;

DOI:10.1021/jm970776j

upstream raw materials:

2,4-diamino-5-hydroxymethyl-pyrimidine

1,2,3-trimethoxybenzene

guanidine hydrochloride

3-morpholino-2-(2,3,4-trimethoxybenzyl)acrylonitrile

Downstream raw materials:

2,4-diamino-5-(3-hydroxy-2,4-dimethoxybenzyl)pyrimidine

2,4-diamino-5-(4-hydroxy-3,5-dimethoxybenzyl)pyrimidine