4-Fluoroaniline → [3-(2,6-Difluoro-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(4-fluoro-phenyl)-amine

HRID 750493Notes

Reaction equation

HRID 750493 reaction equation
Cl[C:2]1[N:7]=[C:6]2[NH:8][N:9]=[C:10]([C:11]3[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=3[F:18])[C:5]2=[CH:4][N:3]=1.[F:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1>>[F:18][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([F:17])[C:11]=1[C:10]1[C:5]2[C:6](=[N:7][C:2]([NH:24][C:23]3[CH:25]=[CH:26][C:20]([F:19])=[CH:21][CH:22]=3)=[N:3][CH:4]=2)[NH:8][N:9]=1

Participants

3

Reactant 2

HCID 97314-FluoroanilineHCID 178505726HCID 178505726, compound

Product 1

HCID 178505861[3-(2,6-Difluoro-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(4-fluoro-phenyl)-amineYield 59%

Procedure

The compound was prepared from 6-chloro-3-(2,6-difluoro-phenyl)-1H-pyrazolo[3,4-d]pyrimidine (Example 12) and 4-fluoroaniline (Aldrich) in an analogous manner as described in Example 32 (160° C.). Filtration and washing with 2-propanol after the reaction gave the title product (59%). MS (M+H)+, 342.1

Workup

  1. customas described in Example 32 (160° C.)
  2. filtrationFiltration
  3. washwashing with 2-propanol after the reaction

Sources & evidence

ORD record
ord-e734e4c5aaa0438db3cb62c5a4a39ab1
Source dataset
uspto-grants-2008_07
Patent number
US07405220B2

Reaction notes

Loading…