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

HRID 1846928Notes

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-8c916c5d229e4b23bce37b34d94f9d0c
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952034B2

Reaction notes

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