(Pyrimidin-5-yl)boronic acid → (NE)-N-[(3R)-3-(2-methylphenyl)-1-(2-methyl-4-pyridinyl)-3-(4-pyrimidin-5-ylphenyl)propylidene]hydroxylamine

HRID 1617601Notes

Reaction equation

HRID 1617601 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH3:26])[CH2:9]/[C:10](/[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([CH3:19])[CH:14]=2)=[N:11]\[OH:12])=[CH:4][CH:3]=1.[N:27]1[CH:32]=[C:31](B(O)O)[CH:30]=[N:29][CH:28]=1>>[CH3:19][C:15]1[CH:14]=[C:13](/[C:10](=[N:11]/[OH:12])/[CH2:9][C@H:8]([C:5]2[CH:4]=[CH:3][C:2]([C:31]3[CH:32]=[N:27][CH:28]=[N:29][CH:30]=3)=[CH:7][CH:6]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH3:26])[CH:18]=[CH:17][N:16]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 136166995(NE)-N-[(3R)-3-(4-bromophenyl)-3-(2-methylphenyl)-1-(2-methyl-4-pyridinyl)propylidene]hydroxylamine

Product 1

HCID 136166945(NE)-N-[(3R)-3-(2-methylphenyl)-1-(2-methyl-4-pyridinyl)-3-(4-pyrimidin-5-ylphenyl)propylidene]hydroxylamine

Procedure

In analogy to example 22, from (E,R)-3-(4-bromophenyl)-1-(2-methylpyridin-4-yl)-3-o-tolylpropan-1-one oxime (example 142, step 1) and pyrimidine-5-boronic acid was prepared the title compound as a white foam, MS (ESI+): m/z=409.3 ([M+H]+).

Sources & evidence

ORD record
ord-df37a171e7844c1f9d66146aef13770d
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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