Potassium Fluoride → HCID 59253066, compound

HRID 884762Notes

Reaction equation

HRID 884762 reaction equation
[CH:1]1([C@H:5]([NH:13][C:14]([C:16]2[C:25]3[C:20](=[C:21]([F:26])[CH:22]=[CH:23][CH:24]=3)[C:19](=[O:27])[N:18]([NH:28][CH2:29][CH2:30][CH3:31])[C:17]=2[CH2:32]Br)=[O:15])[C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[CH:7]=2)[CH2:4][CH2:3][CH2:2]1.[F-:34].[K+]>O>[CH:1]1([C@H:5]([NH:13][C:14]([C:16]2[C:25]3[C:20](=[C:21]([F:26])[CH:22]=[CH:23][CH:24]=3)[C:19](=[O:27])[N:18]([NH:28][CH2:29][CH2:30][CH3:31])[C:17]=2[CH2:32][F:34])=[O:15])[C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[CH:7]=2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 522689Potassium FluorideHCID 59253102HCID 59253102, compound

Product 1

HCID 59253066HCID 59253066, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-Bromomethyl-8-fluoro-1-oxo-2-propylamino-1,2-dihydro-isoquinoline-4-carboxylic acid [(S)-cyclobutyl-(3-fluoro-phenyl)-methyl]-amide (27 mg, 0.052 mmol) N,N-Dimethylformamide (2 mL) and potassium fluoride (0.015 g, 0.26) were stirred at room temperature overnight. The reaction mixture was poured into water. The mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4 and concentrated in vacuo. The crude was purified by preparative HPLC to give the title compound.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude was purified by preparative HPLC

Sources & evidence

ORD record
ord-3291109c9a0547c4bb3c170b14544ad2
Source dataset
uspto-grants-2012_08
Patent number
US08242134B2

Reaction notes

Loading…