Acetone → HCID 11577224, compound

HRID 2233051Notes

Reaction equation

HRID 2233051 reaction equation
Cl.[CH2:2]([C:4]1([CH2:36][CH3:37])[O:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][C:13]([NH:16][CH2:17][C@@H:18]([C:20]2[CH:21]=[CH:22][C:23]([OH:31])=[C:24]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:25]=2)[OH:19])([CH3:15])[CH3:14])[C:6]2[CH:32]=[CH:33][CH:34]=[CH:35][C:5]1=2)[CH3:3].CC(C)=O>CO>[CH2:36]([C:4]1([CH2:2][CH3:3])[O:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][C:13]([NH:16][CH2:17][CH:18]([C:20]2[CH:21]=[CH:22][C:23]([OH:31])=[C:24]([NH:26][S:27]([CH3:30])(=[O:28])=[O:29])[CH:25]=2)[OH:19])([CH3:14])[CH3:15])[C:6]2[CH:32]=[CH:33][CH:34]=[CH:35][C:5]1=2)[CH3:37]

Participants

4

Reactant 2

HCID 180AcetoneHCID 24743973HCID 24743973, compound

Product 1

HCID 11577224HCID 11577224, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The (R)- and (S)-enantiomers of this embodiment may be obtained by common methods known in the art. Particular importance attaches to the (R)-enantiomer of this embodiment according to the invention. The angle of rotation of (R)- N-(5-{2-[3-(4,4-diethyl-2-oxo-4H-benzo[d][1,3]oxazin-1-yl)-1,1-dimethyl-propylamino]-1-hydroxy-ethyl}-2-hydroxy-phenyl)-methanesulphonamide hydrochloride (cocrystallised with a molecule of acetone) is −28.8° (c=1%, in methanol at 20° C.).

Workup

  1. customis −28.8°

Sources & evidence

ORD record
ord-46f6efb7c5d6486eabafd6151d10f5b4
Source dataset
uspto-grants-2010_05
Patent number
US07709474B2

Reaction notes

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