2-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → HCID 70663160, compound

HRID 878313Notes

Reaction equation

HRID 878313 reaction equation
FC1C(F)=CC([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[N:15](CCS(C)(=O)=O)[C:16](=O)C2C=C(C(F)(F)F)N=C(C(F)(F)F)C=2)=C(OC)C=1.[F:40][C:41]([F:53])([F:52])[O:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1B(O)O>>[CH3:16][NH:15][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:9]=1[C:44]1[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=1[O:42][C:41]([F:53])([F:52])[F:40]

Participants

3

Reactant 2

HCID 27772042-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 86670771N-[4-(4,5-Difluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-(2-methanesulfonyl-ethyl)-2,6-bis-trifluoromethyl-isonicotinamide2×

Product 1

HCID 70663160HCID 70663160, compound

Procedure

The title compound was prepared in analogy to example 72, from (4-iodo-pyridin-3-yl)-methyl-amine (example 36, intermediate b) and 2-(trifluoromethoxy)phenylboronic acid after a reaction time of 7 hours at 90° C. The compound was purified by silica gel chromatography on a 50 g column using an MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). Light brown solid (91%). MS (ESI): m/z=269.090 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography on a 50 g column
  2. washeluting with a gradient of n-heptane:EtOAc (100:0 to 0:100)

Sources & evidence

ORD record
ord-7c01f8a7cd5f43579f03d3fc61750b63
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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