(2-Fluoro-6-methoxyphenyl)boronic acid → [4-(2-Fluoro-6-methoxy-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-amine

HRID 878257Notes

Reaction equation

HRID 878257 reaction equation
I[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][CH2:9][C:10]([F:13])([F:12])[F:11].[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[C:16]=1B(O)O>>[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[C:16]=1[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][CH2:9][C:10]([F:13])([F:12])[F:11]

Participants

3

Reactant 2

HCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acidHCID 706635143-Pyridinamine, 4-iodo-N-(2,2,2-trifluoroethyl)-

Product 1

HCID 70663923[4-(2-Fluoro-6-methoxy-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-amine

Procedure

The title compound was prepared in analogy to example 72, from (4-iodo-pyridin-3-yl)-(2,2,2-trifluoro-ethyl)-amine and 2-fluoro-6-methoxyphenylboronic acid after a reaction time of 18 hours. The compound was purified by silica gel column chromatography eluting with a gradient of n-hexane:EtOAc (20:80 to 0:100). Yellow liquid (62%). LC-MS (ESI): m/z=301.6 [M+H]+.

Workup

  1. customThe compound was purified by silica gel column chromatography
  2. washeluting with a gradient of n-hexane:EtOAc (20:80 to 0:100)

Sources & evidence

ORD record
ord-78a3d6ef45bb4218868660e86c1d1322
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…