Potassium Carbonate → HCID 86692245, compound

HRID 1469753Notes

Reaction equation

HRID 1469753 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]1[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][C:17]=1[OH:26].C([O-])([O-])=O.[K+].[K+]>CC#N>[F:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:23])([F:24])[F:25])=[CH:18][C:17]=1[O:26][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

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5188882-Fluoro-5-(trifluoromethyl)phenolHCID 6104404-Chloro-8-nitroquinoline

Product 1

HCID 86692245HCID 86692245, compoundYield 85.2%

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, 300 mg, 1.44 mmol), 2-fluoro-5-(trifluoromethyl)phenol (389 mg, 2.16 mmol), K2CO3 (596 mg, 4.32 mmol) in CH3CN (4 mL) to afford 432 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.82 (d, J=4.8 Hz, 1H), 8.60 (d, J=8.4 Hz, 1H), 8.36 (d, J=7.5 Hz, 1H), 8.11 (d, J=5.7 Hz, 1H), 7.86-7.75 (m, 3H), 6.93 (d, J=4.8 Hz, 1H); MS (m/z): 353.21 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-a78d6e8d0cff4192930de7471c9b4233
Source dataset
uspto-grants-2015_04
Patent number
US09006257B2

Reaction notes

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