Methanol → HCID 86730247, compound

HRID 1850203Notes

Reaction equation

HRID 1850203 reaction equation
[CH3:1][C:2]1([CH3:29])[CH2:6][O:5][C:4](=[O:7])[N:3]1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH:14][CH:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)=[CH:19][CH:18]=2)[CH3:16])[N:9]=1.CO>C(=O)=O>[CH3:29][C:2]1([CH3:1])[CH2:6][O:5][C:4](=[O:7])[N:3]1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C@H:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)=[CH:19][CH:18]=2)[CH3:16])[N:9]=1.[CH3:29][C:2]1([CH3:1])[CH2:6][O:5][C:4](=[O:7])[N:3]1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C@@H:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)=[CH:19][CH:18]=2)[CH3:16])[N:9]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 86730249HCID 86730249, compound

Product 2

HCID 86730247HCID 86730247, compoundHCID 86730248HCID 86730248, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

4,4-dimethyl-3-(2-(1-(4-(piperidin-1-yl)phenyl)ethylamino)pyrimidin-4-yl)oxazolidin-2-one (example 183, 70 mg) was resolved on a column (IA 4.6×100 mm) using 40% MeOH in CO2 to give (S)-4,4-dimethyl-3-(2-(1-(4-(piperidin-1-yl)phenyl)ethylamino)pyrimidin-4-yl)oxazolidin-2-one and (R)-4,4-dimethyl-3-(2-(1-(4-(piperidin-1-yl)phenyl)ethylamino)pyrimidin-4-yl)oxazolidin-2-one.

Sources & evidence

ORD record
ord-69cc77f4e5274046af839e97ada40c55
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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