2-Bromopyrazine → HCID 67015540, compound

HRID 1617621Notes

Reaction equation

Br[C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.C([Li])CCC.[Br:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:34])[CH2:21][C:22](N(OC)C)=[O:23])=[CH:16][CH:15]=1>>[Br:13][C:14]1[CH:15]=[CH:16][C:17]([CH:20]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:34])[CH2:21][C:22]([C:2]2[CH:7]=[N:6][CH:5]=[CH:4][N:3]=2)=[O:23])=[CH:18][CH:19]=1

Participants

Reactant 3

HCID 6428002-Bromopyrazine

HCID 866609493-(4-Bromo-phenyl)-N-methoxy-N-methyl-3-o-tolyl-propionamide

HCID 178418339Butyllithium

Product 1

HCID 67015540HCID 67015540, compound

Procedure

In analogy to example 151, step 1, 2-bromopyrazine 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) to give the title compound as a colorless solid, MS (ESI+): m/z=381.2 [M+H]+.

Sources & evidence

ORD record: ord-5f7c03e8d7a3493c9c13d18ec31c1e7b
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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