HCID 9926492, compound → HCID 18175245, compound

HRID 568176Notes

Reaction equation

HRID 568176 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([C:6]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)=[C:7]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)[NH:8]2)=[CH:4][CH:3]=1.[F:24]NS(C1C=CC=CC=1)(=O)=O>CN(C=O)C>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([C:6]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)=[C:7]([C:11]3[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=3)[NH:8]2)=[CH:4][C:3]=1[F:24]

Participants

4

Reactant 2

HCID 9926492HCID 9926492, compoundHCID 15373214N-Fluorobenzenesulfonamide

Product 1

HCID 18175245HCID 18175245, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6-Amino-3-(4-pyridyl)-2-(4-fluorophenyl)-7-aza-indole (17) (250 mg, 0.822 mmol), N-fluorobenzenesulphonamide (259 mg, 0.822 mmol), and DMF (4 mL) were warmed to 90° C. behind an explosion shield. After 48 h, the reaction was concentrated in vacuo and the residue was purified by flash chromatography (ethyl acetate: hexane 1:1) to afford 6-Amino-5-fluoro-3-(4-pyridyl)-2-(4-fluorophenyl)-7-aza-indole (28): Mass Spectrum (CI) 323 (MH+).

Workup

  1. concentrationthe reaction was concentrated in vacuo
  2. customthe residue was purified by flash chromatography (ethyl acetate: hexane 1:1)

Sources & evidence

ORD record
ord-ce273cd639f54cf4838010d230d57265
Source dataset
uspto-grants-2001_01
Patent number
US06180643B2

Reaction notes

Loading…