2'-Demethylpiritrexim

Base Information

• Chemical Name: 2'-Demethylpiritrexim
• CAS No.: 118252-37-2
• Molecular Formula: C16H17 N5 O2
• Molecular Weight: 311.34
• DSSTox Substance ID: DTXSID70152060
• Nikkaji Number: J401.584C
• Wikidata: Q83018641
• ChEMBL ID: CHEMBL548327
• Mol file: 118252-37-2.mol

Synonyms:2'-demethylpiritrexim

Chemical Property of 2'-Demethylpiritrexim

Chemical Property:

• Boiling Point: 643.7°Cat760mmHg
• Flash Point: 343.1°C
• PSA: 121.63000
• Density: 1.378g/cm³
• LogP: 1.66280
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 311.13822480
• Heavy Atom Count: 23
• Complexity: 399

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=NC(=NC2=NC=C1CC3=C(C=CC(=C3)OC)O)N)N

Technology Process of 2'-Demethylpiritrexim

There total 8 articles about 2'-Demethylpiritrexim 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:

2,4-diamino-5-methyl-6-(2'-benzyloxy-5'-methoxybenzyl)-7-chloropyrid[2,3-d]pyrimidine (118252-40-7) + zinc (7440-66-6) → 2,4-diamino-5-methyl-6-(2-hydroxy-5-methoxybenzyl)pyrido [2,3-d ]pyrimidine (118252-37-2)

Guidance literature:

In 2-methoxy-ethanol; water;

Reference yield:

2,4-diamino-5-methyl-6-(2'-benzyloxy-5'-methoxybenzyl)-7-chloropyrid[2,3-d]pyrimidine (118252-40-7) → 2,4-diamino-5-methyl-6-(2-hydroxy-5-methoxybenzyl)pyrido [2,3-d ]pyrimidine (118252-37-2)

Guidance literature:

With palladium on activated charcoal; sodium formate; In 2-methoxy-ethanol; for 4h; Heating;

DOI:10.1021/jm0581718

Reference yield:

2-benzyloxy-5-methoxybenzyl chloride (214072-74-9) → 2,4-diamino-5-methyl-6-(2-hydroxy-5-methoxybenzyl)pyrido [2,3-d ]pyrimidine (118252-37-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 2.5 h / 20 °C

1.2: 73 percent / tetrahydrofuran / Heating

2.1: 1-methyl-pyrrolidin-2-one / 3 h / 190 °C

3.1: 2.6 g / oxalyl chloride; DMF / CH₂Cl₂ / 3 h / Heating

4.1: sodium formate; Pd/C / 2-methoxy-ethanol / 4 h / Heating

With palladium on activated charcoal; oxalyl dichloride; sodium formate; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; 2-methoxy-ethanol;

DOI:10.1021/jm0581718

upstream raw materials:

2,4-diamino-5-methyl-6-(2'-benzyloxy-5'-methoxybenzyl)-7-chloropyrid[2,3-d]pyrimidine

2-benzyloxy-5-methoxybenzyl chloride

(2-(benzyloxy)-5-methoxyphenyl)methanol

ethyl 2-(2-benzyloxy-5-methoxy)benzyl-3-oxobutanoate

Downstream raw materials:

4-[2-(2,4-diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester