2-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → HCID 70663425, compound

HRID 878341Notes

Reaction equation

HRID 878341 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][C:13]=1I)([CH3:4])([CH3:3])[CH3:2].[F:16][C:17]([F:29])([F:28])[O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1B(O)O>>[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[CH:9]=[N:10][CH:11]=[CH:12][C:13]=1[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[O:18][C:17]([F:16])([F:29])[F:28])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27772042-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 15366413(4-Iodo-pyridin-3-YL)-carbamic acid tert-butyl ester

Product 1

HCID 70663425HCID 70663425, compound

Procedure

The title compound was prepared in analogy to example 72, from (4-iodo-pyridin-3-yl)-carbamic acid tert-butyl ester and 2-trifluoromethoxyphenylboronic acid after a reaction time of 16 hours at reflux. The crude product was purified by column chromatography eluting with a gradient of n-hexane:EtOAc (80:20 to 70:30). Light yellow sticky liquid (80%). MS (ESI): m/z=355.2 [M+H]+.

Workup

  1. temperatureat reflux
  2. customThe crude product was purified by column chromatography
  3. washeluting with a gradient of n-hexane:EtOAc (80:20 to 70:30)

Sources & evidence

ORD record
ord-4109a84150ab4fea9ae08da056e005b5
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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