Acetone → Racemic 1-{4-[5-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-ethane-1,2-diol

HRID 2322514Notes

Reaction equation

HRID 2322514 reaction equation
[CH3:27][N+:28]1([O-:29])[CH2:30][CH2:31][O:32][CH2:33][CH2:34]1.[CH3:35][C:36](=[O:37])[CH3:38].[CH:1]([CH3:2])([CH3:3])[NH:4][c:5]1[n:6][c:7](-[c:12]2[n:13][c:14](-[c:17]3[cH:18][cH:19][c:20]([CH:23]=[CH2:24])[cH:21][cH:22]3)[n:15][o:16]2)[cH:8][c:9]([CH3:11])[n:10]1.[Cl:39][CH2:40][Cl:41].[O:42]=[Os:43](=[O:44])(=[O:45])=[O:46].[OH2:25].[OH2:26]>>[CH:1]([CH3:2])([CH3:3])[NH:4][c:5]1[n:6][c:7](-[c:12]2[n:13][c:14](-[c:17]3[cH:18][cH:19][c:20]([CH:23]([CH2:24][OH:25])[OH:26])[cH:21][cH:22]3)[n:15][o:16]2)[cH:8][c:9]([CH3:11])[n:10]1

Participants

7

Reactant 6

HCID 180AcetoneHCID 962Water2×HCID 6344DichloromethaneHCID 30318Osmium TetroxideHCID 82029Methyl morpholine oxideHCID 68509545Isopropyl-{4-methyl-6-[3-(4-vinyl-phenyl)-[1,2,4]oxadiazol-5-yl]-pyrimidin-2-yl}-amine

Product 1

HCID 68508784Racemic 1-{4-[5-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-ethane-1,2-diol

Sources & evidence

ORD record
ord-34d1b5746a944549a3527cd4ed78034f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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