Ethyl 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate
• CAS No.: 96319-36-7
• Molecular Formula: C₁₀H₁₀BrN₃O₂
• Molecular Weight: 284.112
• European Community (EC) Number: 846-840-9
• Mol file: 96319-36-7.mol

Synonyms:Ethyl 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate;96319-36-7;SCHEMBL18717549;C91581;EN300-7499272;Z680888956;Ethyl6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate

Chemical Property of Ethyl 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate

Chemical Property:

• Melting Point: 163-164 °C(Solv: ethanol (64-17-5))
• PKA: -2.18±0.30(Predicted)
• PSA: 56.49000
• Density: 1.65±0.1 g/cm3(Predicted)
• LogP: 1.97690
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 282.99564
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

Ethyl6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C2N=CC(=CN2N=C1C)Br

Technology Process of Ethyl 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate

There total 4 articles about Ethyl 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-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: 72.0%

2-Bromo-malonaldehyde (2065-75-0) + 5-amino-3-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (23286-70-6) → ethyl 6-bromo-2-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate (96319-36-7)

Guidance literature:

With acetic acid; In ethanol; at 75 ℃;

Reference yield: 72.0%

ethyl 2-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate (96319-21-0) → ethyl 6-bromo-2-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate (96319-36-7)

Guidance literature:

With bromine; In acetic acid; for 0.5h; Heating;

Reference yield:

5-amino-3-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (23286-70-6) → ethyl 6-bromo-2-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate (96319-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / conc. hydrochloric acid / ethanol / 2 h / 60 - 80 °C

2: 72 percent / Br₂ / acetic acid / 0.5 h / Heating

With hydrogenchloride; bromine; In ethanol; acetic acid;

upstream raw materials:

ethyl 2-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate

ethyl (E)-2-cyano-3-ethoxy-but-2-enoate

5-amino-3-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

2-Bromo-malonaldehyde

Downstream raw materials:

6-bromo-2-methyl-N-phenylpyrazolo<1,5-a>pyrimidine-3-carboxamide