Pyrazole → HCID 55238268, compound

HRID 643857Notes

Reaction equation

F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH:15]1[CH:19]=[CH:18][CH:17]=[N:16]1.CCN(C(C)C)C(C)C>CCO>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[N:15]1[CH:19]=[CH:18][CH:17]=[N:16]1)([O-:14])=[O:13]

Participants

Conditions

Temperature: 120 °C

Procedure

1-Fluoro-2-nitro-4-trifluoromethyl-benzene (209 mg, 1 mmol) was dissolved in EtOH (4.5 mL) in a 5 mL microwave reaction vessel. 1H-pyrazole (83.5 mg, 1.2 mmol), DIPEA (329 μL, 2 mmol) and a stirrbar was added followed by sealing of the reaction vessel. The reaction mixture was then heated in the microwave for 30 min at 120° C. The reaction was concentrated in vacuo and the residue purified by flash chromatography (Silica, Hexane: EtOAc) to afford the title compound (206 mg, 81%). LC/MS>95%, m/z (ESI+)=258 (MH+).

Workup

concentrationThe reaction was concentrated in vacuo
customthe residue purified by flash chromatography (Silica, Hexane: EtOAc)

Sources & evidence

ORD record: ord-8713ce33ecf84db6bf4099e6d924de35
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700552B2

Reaction notes

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