Tetrahydro-4H-pyran-4-ol → HCID 118080496, compound

HRID 1485713Notes

Reaction equation

HRID 1485713 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.BrC1C=C2C(=CC=1)N(C(=O)C)[C@@H](C)CN2.[C:23]([N:26]1[C:35]2[C:30](=[CH:31][C:32]([Br:36])=[CH:33][CH:34]=2)[N:29]([C:37](OC2CC(F)(F)C2)=[O:38])[CH2:28][C@@H:27]1[CH3:46])(=[O:25])[CH3:24]>>[C:23]([N:26]1[C:35]2[C:30](=[CH:31][C:32]([Br:36])=[CH:33][CH:34]=2)[N:29]([C:37]([O:7][CH:4]2[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)=[O:38])[CH2:28][C@@H:27]1[CH3:46])(=[O:25])[CH3:24]

Participants

4

Reactant 3

HCID 74956Tetrahydro-4H-pyran-4-olHCID 118078861(S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxalin-1(2H)-yl)ethanoneHCID 118080494HCID 118080494, compound

Product 1

HCID 118080496HCID 118080496, compound

Procedure

Tetrahydro-2H-pyran-4-yl (S)-4-acetyl-7-bromo-3-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate was prepared from tetrahydro-2H-pyran-4-ol and (S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxaline-1(2H)-yl)ethan-1-one according to the procedure outlined above for 3,3-difluorocyclobutyl (S)-4-acetyl-7-bromo-3-methyl-3,4-dihydroquinoxaline-1(2H)-carboxylate. MS (ESI, pos. ion) m/z 397, 399 [M+1]+.

Sources & evidence

ORD record
ord-8509b51fba9d47e186135079ef50943f
Source dataset
uspto-grants-2016_08
Patent number
US09422281B2

Reaction notes

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