5-Bromo-2-methoxypyridine → HCID 67015636, compound

HRID 1617740Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.C([Li])CCC.[Br:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=2[CH3:37])[CH2:23][C:24](N(OC)C)=[O:25])=[CH:18][CH:17]=1>>[Br:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=2[CH3:37])[CH2:23][C:24]([C:2]2[CH:7]=[N:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=2)=[O:25])=[CH:18][CH:17]=1

Participants

Reactant 3

HCID 27348955-Bromo-2-methoxypyridine

HCID 86661001HCID 86661001, compound

HCID 178418339Butyllithium

Product 1

HCID 67015636HCID 67015636, compound

Procedure

In analogy to example 151, step 1, 5-bromo-2-methoxypyridine was reacted first with n-butyllithium and later with 3-(4-bromophenyl)-3-(4-fluoro-2-methylphenyl)-N-methoxy-N-methylpropanamide (example 141, step 3) to give the title compound as a light yellow oil, MS (ESI+): m/z=430.06 [M+H]+.

Sources & evidence

ORD record: ord-6b58cb82c0064073bccf8c21d68ad8ed
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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