6-Acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Base Information

• Chemical Name: 6-Acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid
• CAS No.: 774183-58-3
• Molecular Formula: C₁₀H₉N₃O₃
• Molecular Weight: 219.2
• DSSTox Substance ID: DTXSID00388072
• Wikidata: Q82182782
• ChEMBL ID: CHEMBL1408601
• Mol file: 774183-58-3.mol

Synonyms:6-acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid;774183-58-3;6-Acetyl-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid;SMR000124844;MLS000067392;CHEMBL1408601;SCHEMBL18208129;DTXSID00388072;HMS2505M11;HMS3468D20;MFCD03165019;STK506118;AKOS003296694;LS-03318;CS-0080341;D74140;6-Acetyl-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylicacid;6-acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylicacid;6-Acetyl-7-methyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, AldrichCPR

Chemical Property of 6-Acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 219.06439116
• Heavy Atom Count: 16
• Complexity: 320

Purity/Quality:

98%min ^*data from raw suppliers

6-acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=NC2=C(C=NN12)C(=O)O)C(=O)C

Technology Process of 6-Acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid

There total 1 articles about 6-Acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid 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:

6-acetyl-7-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate (130506-83-1) → 6-acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid (774183-58-3)

Guidance literature:

With sodium hydroxide; In ethanol; Reflux;

DOI:10.1016/j.bmc.2020.115836

Reference yield:

6-acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid (774183-58-3) → N-{trans-4-[(2-chloro-4-fluorophenyl)carbamoyl]cyclohexyl}-7-methyl-6-[1-(methylamino)ethyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide formate

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2.1: titanium(IV) isopropylate / tetrahydrofuran / 24 h / 20 °C

2.2: 12 h / 20 °C

With titanium(IV) isopropylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

6-acetyl-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid (774183-58-3) → N-{trans-4-[(2-chloro-4-fluorophenyl)carbamoyl]cyclohexyl}-6-[1-(dimethylamino)ethyl]-7-methylpyrazolo[1,5-a] pyrimidine-3-carboxamide formate

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2.1: titanium(IV) isopropylate / tetrahydrofuran / 24 h / 20 °C

2.2: 12 h / 20 °C

With titanium(IV) isopropylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

6-acetyl-7-methylpyrazolo<1,5-a>pyrimidine-3-carboxylate

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