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

Base Information

• Chemical Name: Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate
• CAS No.: 43024-70-0
• Molecular Formula: C9H8ClN3O2
• Molecular Weight: 225.634
• Hs Code.: 2933990090
• European Community (EC) Number: 858-738-1
• DSSTox Substance ID: DTXSID80440768
• Wikidata: Q72458278
• ChEMBL ID: CHEMBL79185
• Mol file: 43024-70-0.mol

Synonyms:Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate;43024-70-0;CHEMBL79185;SCHEMBL3615280;DTXSID80440768;JHEDDGFTBNFOOK-UHFFFAOYSA-N;7-Chloro-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester;MFCD11973833;SC2861;AKOS015843473;PB13486;AS-54633;CS-0053836;FT-0685758;A872773;J-521221;Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylat;Ethyl7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate

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

Chemical Property:

• Refractive Index: 1.648
• PSA: 56.49000
• Density: 1.476g/cm³
• LogP: 1.55940
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 225.0305042
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

97% ^*data from raw suppliers

Ethyl7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate ^*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)N=C1)Cl

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

There total 4 articles about Ethyl 7-chloropyrazolo[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: 63.0%

6-ethoxycarbonyl-7-hydroxypyrazolo<1,5-a>pyrimidine (43024-61-9) → 7-chloro-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester (43024-70-0)

Guidance literature:

With N,N-diethylaniline; trichlorophosphate; for 3h; Heating;

DOI:10.1021/jm00345a009

Reference yield:

diethyl 2-((1H-pyrazol-5-ylamino)methylene)malonate (29274-17-7) → 7-chloro-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester (43024-70-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In xylene; for 14h; Heating;

DOI:10.1021/jm970166j

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) → 7-chloro-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester (43024-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 h / 120 °C

2: POCl₃, (i-Pr)2NEt / xylene / 14 h / Heating

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In xylene;

DOI:10.1021/jm970166j

upstream raw materials:

6-ethoxycarbonyl-7-hydroxypyrazolo<1,5-a>pyrimidine

diethyl 2-((1H-pyrazol-5-ylamino)methylene)malonate

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

3-(N-tert-butylsulfamoyl)-7-(4-fluoro-2-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-sulfonamide

N-tert-butyl-7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-sulfonamide