Hydrochloric Acid → HCID 67015550, compound

HRID 1617694Notes

Reaction equation

HRID 1617694 reaction equation
Br[C:2]1[C:3]([CH3:10])=[CH:4][C:5]([O:8]C)=[N:6][CH:7]=1.C([Li])CCC.[Br:16][C:17]1[CH:22]=[CH:21][C:20]([CH:23]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[CH3:37])[CH2:24][C:25](N(OC)C)=[O:26])=[CH:19][CH:18]=1.Cl>O1CCOCC1>[Br:16][C:17]1[CH:18]=[CH:19][C:20]([CH:23]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[CH3:37])[CH2:24][C:25]([C:2]2[C:3]([CH3:10])=[CH:4][C:5](=[O:8])[NH:6][CH:7]=2)=[O:26])=[CH:21][CH:22]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 41780025-Bromo-2-methoxy-4-methylpyridineHCID 866609493-(4-Bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamideHCID 178418339Butyllithium

Product 1

HCID 67015550HCID 67015550, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to example 151, step 1, 5-bromo-2-methoxy-4-methylpyridine was reacted first with n-butyllithium and later with 3-(4-bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamide (example 74, step 4). The product of this reaction was reacted with concentrated aqueous HCl in 1,4-dioxane in analogy to example 162, step 2 to give the title compound as a colorless foam, MS (ESI+): m/z=410.2 [M+H]+.

Sources & evidence

ORD record
ord-66b449b0a08242a49c3bf47188cc9b0c
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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