L-Alaninol → (S)-1-(6-bromo-2-ethyl-3,4-dihydroquinoxaline-1(2H)-yl)ethan-1-one

HRID 1485716Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12](=[O:14])[CH3:13])[C@@H:7]([CH3:15])[CH2:6][NH:5]2.N[C@@H:17](C)CO>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12](=[O:14])[CH3:13])[C@@H:7]([CH2:15][CH3:17])[CH2:6][NH:5]2

Participants

Reactant 2

HCID 80307L-Alaninol

HCID 118078861(S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxalin-1(2H)-yl)ethanone

Product 1

HCID 118080027(S)-1-(6-bromo-2-ethyl-3,4-dihydroquinoxaline-1(2H)-yl)ethan-1-one

Procedure

(S)-1-(6-bromo-2-ethyl-3,4-dihydroquinoxaline-1(2H)-yl)ethan-1-one was synthesized according to the procedure outlined for (S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxaline-1(2H)-yl)ethanone substituting (S)-2-aminobutan-1-ol for (S)-2-aminopropan-1-ol in the initial step. MS (ESI, pos. ion) m/z 241, 243 [M−42 (acyl)]+.

Sources & evidence

ORD record: ord-4df688efaa6d4cca8f0fc29eac3858f8
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09422281B2

Reaction notes

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