HCID 67455169, compound → (S)-1-(2-methyl-6-(1-(oxetan-3-yl)-1H-pyrazol-4-yl)-3,4-dihydroquinoxalin-1(2H)-yl)ethanone

HRID 1485692Notes

Reaction equation

HRID 1485692 reaction equation
Br[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.[O:16]1[CH2:19][CH:18]([N:20]2[CH:24]=[C:23](B3OC(C)(C)C(C)(C)O3)[CH:22]=[N:21]2)[CH2:17]1.C1(N2C=C(C3C=C4C(=CC=3)N(C(=O)C)[C@@H](C)CN4)C=N2)CC1>>[CH3:15][C@H:7]1[CH2:6][NH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([C:23]3[CH:22]=[N:21][N:20]([CH:18]4[CH2:19][O:16][CH2:17]4)[CH:24]=3)[CH:3]=2)[N:8]1[C:12](=[O:14])[CH3:13]

Participants

4

Reactant 3

HCID 67455169HCID 67455169, compoundHCID 118078861(S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxalin-1(2H)-yl)ethanoneHCID 118079488HCID 118079488, compound

Product 1

HCID 118079419(S)-1-(2-methyl-6-(1-(oxetan-3-yl)-1H-pyrazol-4-yl)-3,4-dihydroquinoxalin-1(2H)-yl)ethanone

Procedure

(S)-1-(2-methyl-6-(1-(oxetan-3-yl)-1H-pyrazol-4-yl)-3,4-dihydroquinoxaline-1(2H)-yl)ethanone was prepared from (S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxaline-1(2H)-yl)ethanone and 1-(oxetan-3-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole according to the procedure outlined above for (S)-1-(6-(1-cyclopropyl-1H-pyrazol-4-yl)-2-methyl-3,4-dihydroquinoxaline-1(2H)-yl)ethanone. MS (ESI, pos. ion) m/z 313 [M+1]+.

Sources & evidence

ORD record
ord-33cfb167c47747cc909ee363f8f165ad
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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