Potassium Carbonate → 6-(4-(Trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridine

HRID 406416Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[N:9][N:10]=2)[CH:7]=1.[F:11][C:12]([F:24])([F:23])[O:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:11][C:12]([F:23])([F:24])[O:13][C:14]1[CH:19]=[CH:18][C:17]([C:2]2[CH:3]=[CH:4][C:5]3[N:6]([CH:8]=[N:9][N:10]=3)[CH:7]=2)=[CH:16][CH:15]=1

Participants

Conditions

Temperature: 150 °C

Procedure

In a 5 mL vial 6-bromo-[1,2,4]triazolo[4,3-a]pyridine (93 mg), 4-trifluoromethoxyphenylboronic acid (115 mg), and potassium carbonate (187 mg) were suspended in DMF (2 mL) that was previously degassed with nitrogen. Tetrakis(triphenylphosphine) palladium (20 mg) was added and the reaction mixture was heated in a microwave reactor at 150° C. for 30 min, filtered, and concentrated. The residue was subjected to gradient chromatography (MeOH/dichloromethane) to produce white powder, 56.4 mg (43% yield).

Workup

customwas previously degassed with nitrogen
additionTetrakis(triphenylphosphine) palladium (20 mg) was added
filtrationfiltered
concentrationconcentrated
customto produce white powder, 56.4 mg (43% yield)

Sources & evidence

ORD record: ord-63b205d7ebb84038b8dcb98c7d6a6e46
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08754103B2

Reaction notes

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