Potassium Carbonate → HCID 58938125, compound

HRID 2246444Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([C:9]#[N:10])[C:3]=1[N+:11]([O-:13])=[O:12].[F:14][C:15]([F:26])([F:25])[C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[NH2:1][C:2]1[CH:7]=[C:6]([C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([C:15]([F:26])([F:25])[F:14])[CH:21]=2)[N:5]=[C:4]([C:9]#[N:10])[C:3]=1[N+:11]([O-:13])=[O:12]

Participants

Conditions

Temperature: 150 °C

Procedure

A stirring suspension of 4-amino-6-chloro-3-nitro-pyridine-2-carbonitrile (1.0 g, 5.04 mmol), 3-(trifluoromethyl)phenyl boronic acid (1148 mg, 6.04 mmol) and potassium carbonate (2.08 g, 15.1 mmol) in THF (16 ml) was degassed with nitrogen before the addition of palladium tetrakistriphenylphosphine (582 mg, 0.50 mmol). The resulting suspension was heated to 150° C. for 5 minutes using the ‘Creator’ microwave. The reaction mixture was filtered through celite and concentrated in vacuo. The residual brown oil was columned on silica gel using dichloromethane as eluant to give the title compound as a yellow solid (300 mg).

Workup

filtrationThe reaction mixture was filtered through celite and
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-a6386243d09444428097e568fd42779c
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07687515B2

Reaction notes

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