Potassium Carbonate → HCID 86692258, compound

HRID 1469771Notes

Reaction equation

HRID 1469771 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)[CH:5]=[CH:4][N:3]=1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][C:17]=1[C:23]([F:26])([F:25])[F:24].C([O-])([O-])=O.[K+].[K+]>CC#N>[F:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:2]2[C:11]3[C:6](=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=3)[CH:5]=[CH:4][N:3]=2)=[CH:18][C:17]=1[C:23]([F:24])([F:25])[F:26]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 4597741-Chloro-5-nitroisoquinolineHCID 6018544-Fluoro-3-(trifluoromethyl)phenol

Product 1

HCID 86692258HCID 86692258, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared following the procedure described in Intermediate-6, step-1 using 1-chloro-5-nitroisoquinoline (Step-1, Intermediate-1, 500 mg, 2.38 mmol), 4-fluoro-3-(trifluoromethyl)phenol (859 mg, 4.77 mmol) and K2CO3 (821 mg, 5.95 mmol) in CH3CN (5 mL) to afford 850 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.84 (d, J=8.4 Hz, 1H), 8.71 (d, J=7.8 Hz, 1H), 8.19 (d, J=6.3 Hz, 1H), 8.01-7.92 (m, 2H), 7.87 (m, 1H), 7.76 (m, 1H), 7.66 (t, J=9.6 Hz, 1H); MS (m/z): 353.20 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-180e143b148d4bd5b21f95d8414e0d1c
Source dataset
uspto-grants-2015_04
Patent number
US09006257B2

Reaction notes

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