Ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Base Information

• Chemical Name: Ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate
• CAS No.: 162286-54-6
• Molecular Formula: C₁₁H₁₃N₃O₂
• Molecular Weight: 219.243
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60371349
• Wikidata: Q82158654
• ChEMBL ID: CHEMBL2135083
• Mol file: 162286-54-6.mol

Synonyms:ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate;162286-54-6;ETHYL 4,7-DIMETHYLPYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLATE;HMS554A08;SMR000129710;Maybridge1_004408;MLS000519291;CHEMBL2135083;DTXSID60371349;NPHJHMNEJZRHGG-UHFFFAOYSA-N;HMS2183P11;MFCD00067896;STK191716;AKOS005169041;CCG-114947;SDCCGMLS-0066130.P001;KM 01494;CS-0241289;EU-0048783;FT-0625899;EN300-232194;W-205900;6-ethoxycarbonyl-2,7-dimethylpyrazolo[1,5-a]pyrimidine;Ethyl 2,7-dimethylpyrazolo-[1,5-a]pyrimidine-6-carboxylate

Chemical Property of Ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Chemical Property:

• Refractive Index: 1.604
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 56.49000
• Density: 1.25g/cm³
• LogP: 1.52280
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.100776666
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N2C(=CC(=N2)C)N=C1)C

Technology Process of Ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate

There total 3 articles about Ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-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: 89.0%

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) + 3-amino-5-methylpyrazole (31230-17-8) → ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate (162286-54-6)

Guidance literature:

In neat (no solvent); at 180 ℃; for 0.0333333h; regioselective reaction; Microwave irradiation; Green chemistry;

DOI:10.1039/c7ra04336h

Reference yield: 88.0%

3-amino-5-methylpyrazole (31230-17-8) + 2-ethoxymethylene-3-oxobutanoic acid ethyl ester (3788-94-1) → ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate (162286-54-6)

Guidance literature:

In ethanol; for 0.5h; Heating;

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 2,7-dimethylpyrazolo[1,5-a]pyrimidine-6-carboxylate (162286-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: neat (no solvent) / 0.25 h / 160 °C / Microwave irradiation

2: neat (no solvent) / 0.03 h / 180 °C / Microwave irradiation; Green chemistry

In neat (no solvent);

DOI:10.1039/c7ra04336h

upstream raw materials:

3-amino-5-methylpyrazole

2-ethoxymethylene-3-oxobutanoic acid ethyl ester

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

ethyl acetoacetate

Refernces

• 1、 Danagulyan,Boyakhchyan,Danagulyan,Panosyan. "C-C recyclizations of some 2,7-disubstituted 6-ethoxycarbonylpyrazolo[1,5- a]pyrimidines". experimental part. p. 321 - 331. Retrieved 2011/12/15.