7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Base Information

• Chemical Name: 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile
• CAS No.: 72851-20-8
• Molecular Formula: C14H7F3N4
• Molecular Weight: 288.232
• DSSTox Substance ID: DTXSID001157402
• Nikkaji Number: J514.996G
• Wikidata: Q107917681
• ChEMBL ID: CHEMBL1421012

Synonyms:7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile;Maybridge1_007905;MLS000860266;SCHEMBL3160485;CHEMBL1421012;HMS563P07;DTXSID001157402;HMS2786I07;CCG-250301;SMR000461045;CL-181783;7-(alpha,alpha,alpha-trifluoro-m-tolyl)-pyrazolo[1,5-a]pyrimidine-3-carbonitrile;7-(alpha,alpha,alpha-Trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile;72851-20-8

Chemical Property of 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 288.06228073
• Heavy Atom Count: 21
• Complexity: 430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C2=CC=NC3=C(C=NN23)C#N

Technology Process of 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

There total 10 articles about 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile 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: 51.0%

(E)-3-(dimethylamino)-1-(3-(trifluoromethyl)phenyl)prop-2-en-1-one (72851-19-5) + 3-amino-4-cyano-2H-pyrazole (16617-46-2) → 7-(α,α,α-trifluoro-m-tolyl)-pyrazolo[1,5-a]pyrimidine-3-carbonitrile (72851-20-8)

Guidance literature:

With acetic acid; for 18h; Heating;

DOI:10.1016/0223-5234(94)90065-5

Reference yield:

7-(α,α,α-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (115930-92-2) → 7-(α,α,α-trifluoro-m-tolyl)-pyrazolo[1,5-a]pyrimidine-3-carbonitrile (72851-20-8)

Guidance literature:

With trichlorophosphate; In hexane; dichloromethane;

Reference yield:

7-(3-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (72851-73-1) → 7-(α,α,α-trifluoro-m-tolyl)-pyrazolo[1,5-a]pyrimidine-3-carbonitrile (72851-20-8)

Guidance literature:

With acetic anhydride;

upstream raw materials:

(E)-3-(dimethylamino)-1-(3-(trifluoromethyl)phenyl)prop-2-en-1-one

3-amino-4-cyano-2H-pyrazole

3'-(trifluoromethyl)acetophenone

3-Amino-4-cyanopyrazole

Downstream raw materials:

7-(α,α,α-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

7-(3-(trifluoromethyl)phenyl)-3-pyrazolol<1,5-a>pyrimidine carboxamidoxime

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