Isopropanol → HCID 86730229, compound

HRID 1850195Notes

Reaction equation

HRID 1850195 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([NH:13][C:14]2[N:19]=[C:18]([N:20]3[C@@H:24]([CH:25]([CH3:27])[CH3:26])[CH2:23][O:22][C:21]3=[O:28])[CH:17]=[CH:16][N:15]=2)[CH3:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].CC(O)C>C(=O)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@H:11]([NH:13][C:14]2[N:19]=[C:18]([N:20]3[C@@H:24]([CH:25]([CH3:27])[CH3:26])[CH2:23][O:22][C:21]3=[O:28])[CH:17]=[CH:16][N:15]=2)[CH3:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@@H:11]([NH:13][C:14]2[N:19]=[C:18]([N:20]3[C@@H:24]([CH:25]([CH3:27])[CH3:26])[CH2:23][O:22][C:21]3=[O:28])[CH:17]=[CH:16][N:15]=2)[CH3:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 2

HCID 3776IsopropanolHCID 86730231HCID 86730231, compound

Product 2

HCID 86730229HCID 86730229, compoundHCID 86730230HCID 86730230, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

A mixture of (4S)-3-(2-((1-(3,4-dimethoxyphenyl)ethyl)amino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one (example 118) was resolved on a column (AS-H 4.6×100 mm) using 30% iPrOH in CO2 to give (S)-3-(2-((R)-1-(3,4-dimethoxyphenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one and (S)-3-(2-((S)-1-(3,4-dimethoxyphenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one.

Sources & evidence

ORD record
ord-671ed8a907784a778ef684633b9918b9
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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