4-Bromo-2-methylpyridine → (S)-3-(4-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one

HRID 1617813Notes

Reaction equation

HRID 1617813 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[CH2:9][C:10](N(OC)C)=[O:11])=[CH:4][CH:3]=1.Br[C:24]1[CH:29]=[CH:28][N:27]=[C:26]([CH3:30])[CH:25]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[CH2:9][C:10]([C:24]2[CH:29]=[CH:28][N:27]=[C:26]([CH3:30])[CH:25]=2)=[O:11])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27628354-Bromo-2-methylpyridineHCID 71813343(S)-3-(4-bromophenyl)-N-methoxy-N-methyl-3-o-tolylpropanamide

Product 1

HCID 67015671(S)-3-(4-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one

Procedure

In analogy to example 74, step 5, from (S)-3-(4-bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamide (example 142, step 1) and 4-bromo-2-methylpyridine was prepared the title compound as white solid, MS (ESI+): m/z=394.0 ([M+H]+, 1Br).

Sources & evidence

ORD record
ord-0553ae5e7b9747c8ba0bba29b7cf4bcd
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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