6-(Methoxycarbonyl)pyridine-3-boronic acid → HCID 66666146, compound

HRID 1617537Notes

Reaction equation

HRID 1617537 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1.C[O:27][C:28]([C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][N:31]=1)=[O:29]>>[CH3:18][C:14]1[CH:13]=[C:12]([C:10](=[O:11])[CH2:9][CH:8]([C:4]2[CH:3]=[C:2]([C:33]3[CH:34]=[CH:35][C:30]([C:28]([OH:27])=[O:29])=[N:31][CH:32]=3)[CH:7]=[CH:6][CH:5]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:25])[CH:17]=[CH:16][N:15]=1

Participants

3

Reactant 2

HCID 455881876-(Methoxycarbonyl)pyridine-3-boronic acidHCID 67015516HCID 67015516, compound

Product 1

HCID 66666146HCID 66666146, compound

Procedure

In analogy to example 74, step 6, from 3-(3-bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one (example 98, step 5) and 2-(methylcarboxy)pyridine-5-boronic acid (4 h at 80° C., 40 h at rt) was prepared the title compound as an off-white semisolid, MS (ESI−): m/z=435.2 ([M−H]−, 1Br).

Sources & evidence

ORD record
ord-a7592de0b3fe4dd5ace4753e37af5f0b
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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