(Pyrimidin-5-yl)boronic acid → HCID 136359971, compound

HRID 1617466Notes

Reaction equation

HRID 1617466 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:11][OH:12])=[CH:4][CH:3]=1.[N:26]1[CH:31]=[C:30](B(O)O)[CH:29]=[N:28][CH:27]=1>>[N:16]1[CH:15]=[CH:14][C:13]([C:10](=[N:11][OH:12])[CH2:9][CH:8]([C:5]2[CH:6]=[CH:7][C:2]([C:30]3[CH:31]=[N:26][CH:27]=[N:28][CH:29]=3)=[CH:3][CH:4]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 136359968HCID 136359968, compound

Product 1

HCID 136359971HCID 136359971, compound

Procedure

In analogy to example 22, from 3-(4-bromo-phenyl)-1-pyridin-4-yl-3-o-tolyl-propan-1-one oxime (example 31) and pyrimidine-5-boronic acid was prepared the title compound as a mixture of E and Z isomers (2.3:1) as a white foam, MS (ESI+): m/z=395.2 ([M+H]+).

Sources & evidence

ORD record
ord-427b10b6e2644fe7b388d98668598ae3
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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