(4-Fluoro-2-methoxyphenyl)boronic acid → HCID 70663593, compound

HRID 878266Notes

Reaction equation

HRID 878266 reaction equation
I[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N:8]([CH2:16][C:17]1[CH:21]=[C:20]([CH3:22])[O:19][N:18]=1)[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12].[F:23][C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[C:26]([O:33][CH3:34])[CH:25]=1>>[F:23][C:24]1[CH:29]=[CH:28][C:27]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[N:8]([CH2:16][C:17]2[CH:21]=[C:20]([CH3:22])[O:19][N:18]=2)[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[C:26]([O:33][CH3:34])[CH:25]=1

Participants

3

Reactant 2

HCID 2782672(4-Fluoro-2-methoxyphenyl)boronic acidHCID 70663551HCID 70663551, compound

Product 1

HCID 70663593HCID 70663593, compound

Procedure

The title compound was prepared in analogy to example 72, from tert-butyl 4-iodopyridin-3-yl((5-methylisoxazol-3-yl)methyl)carbamate and 4-fluoro-2-methoxyphenylboronic acid after a reaction time of 18 hours at 90° C. The compound was purified by silica gel chromatography on a 20 g column using an MPLC (Flashmaster) system eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). Colorless foam (88%). MS (ESI): m/z=414.182 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-3a49e98798954d91b75fdc409e3bcf19
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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