4-Bromo-2-methylpyridine → HCID 67015629, compound

HRID 1617626Notes

Reaction equation

HRID 1617626 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH3:8])[CH:3]=1.C([Li])CCC.CON(C)[C:17](=[O:33])[CH2:18][C:19]1([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>>[CH3:32][O:31][C:28]1[CH:29]=[CH:30][C:25]([C:19]2([CH2:18][C:17]([C:2]3[CH:7]=[CH:6][N:5]=[C:4]([CH3:8])[CH:3]=3)=[O:33])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 27628354-Bromo-2-methylpyridineHCID 86661015HCID 86661015, compoundHCID 178418339Butyllithium

Product 1

HCID 67015629HCID 67015629, compound

Procedure

In analogy to example 151, step 1, 4-bromo-2-methylpyridine was reacted first with n-butyllithium and later with N-methoxy-2-[1-(4-methoxy-phenyl)-cyclohexyl]-N-methyl-acetamide to give the title compound as a light yellow oil, MS (ESI+): m/z=324.3 [M+H]+.

Sources & evidence

ORD record
ord-f81e198255c249c6828772437d7d76b0
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

Loading…