ChemicalBook--->CAS DataBase List--->2189684-52-2

2189684-52-2

2189684-52-2 Structure

2189684-52-2 Structure
IdentificationBack Directory
[Name]

1H-Indazol-3-amine, 7-bromo-4-chloro-1-(2,2,2-trifluoroethyl)-
[CAS]

2189684-52-2
[Synonyms]

7-bromo-4-chloro-1-(2,2,2-trifluoroethyl)-1H-indazol-3-amine
1H-Indazol-3-amine, 7-bromo-4-chloro-1-(2,2,2-trifluoroethyl)-
[Molecular Formula]

C9 H6 Br Cl F3 N3
[MOL File]

2189684-52-2.mol
[Molecular Weight]

328.52
Chemical PropertiesBack Directory
[InChI]

InChI=1S/C9H6BrClF3N3/c10-4-1-2-5(11)6-7(4)17(16-8(6)15)3-9(12,13)14/h1-2H,3H2,(H2,15,16)
[InChIKey]

WSUZWTPRZQLWHI-UHFFFAOYSA-N
[SMILES]

N1(CC(F)(F)F)C2=C(C(Cl)=CC=C2Br)C(N)=N1
Safety DataBack Directory
[REACH Registrations]

Active
Hazard InformationBack Directory
[Synthesis]

To a flask (1 L) equipped with an overhead mechanical stirrer was added 7-bromo-4-chloro-1H-indazol-3-amine (45 g, 1 eq), DMF (450 mL, 10V) and K3PO4 (56 g, 1.5 eq). The mixture was  stirred at 25°C for 30 min. 2,2,2-Trifluoroethyl trifluoromethanesulfonate (43.4 g, 28.2 mL, 1.05 eq) was added slowly over the course of 15 minutes to maintain the temperature below 45°C. The mixture was then stirred at 25°C for 2 hours. Upon completion, the reaction was added to water (10 V, 450 mL) at room temperature then stirred for 20 min to precipitate solids. The precipitates were filtered and further washed with water (225 mL, 5V) then dried. The crude product was added to a binary solvent system comprising DMF:H2O (1:2, 4V). The resulting slurry was stirred for 30 min at room temperature. The slurry was filtered and then dried under vacuum at 50 °C for 12h to give the product 7-bromo-4-chloro-1-(2,2,2-trifluoroethyl)-1H-indazol-3-amine (36 g, 62% yield).
7-bromo-4-chloro-1-(2,2,2-trifluoroethyl)-1H-indazol-3-amine synthesis
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