Potassium Carbonate → HCID 71678380, compound

HRID 1469776Notes

Reaction equation

HRID 1469776 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[F:15][C:16]([F:25])([F:24])[C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[N+:12]([C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[CH:4][CH:3]=[C:2]2[O:23][C:20]1[CH:21]=[CH:22][C:17]([C:16]([F:15])([F:24])[F:25])=[CH:18][CH:19]=1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 678744-(Trifluoromethyl)phenolHCID 6104404-Chloro-8-nitroquinoline

Product 1

HCID 71678380HCID 71678380, compoundYield 62.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared following the procedure described in Intermediate-11, step-3 using 4-chloro-8-nitroquinoline (Intermediate-11, step-2, 200 mg, 0.96 mmol), 4-(trifluoromethyl)phenol (233 mg, 1.43 mmol), K2CO3 (264 mg, 1.91 mmol) in CH3CN (5 mL) to afford 200 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.85 (d, J=4.8 Hz, 1H), 8.56 (d, J=8.4 Hz, 1H), 8.36 (d, J=7.2 Hz, 1H), 7.93 (d, J=8.7 Hz, 2H), 7.82 (t, J=8.1 Hz, 1H), 7.58 (d, J=8.4 Hz, 2H), 6.98 (d, J=5.4 Hz, 1H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-07e9b6b00a48443e9d4e288fe067ce85
Source dataset
uspto-grants-2015_04
Patent number
US09006257B2

Reaction notes

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