Acetone → 3-{2-Fluoro-4-[4-(3-hydroxy-propyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-4H-[1,2,4]oxadiazol-5-one

HRID 2329096Notes

Reaction equation

HRID 2329096 reaction equation
[B:42]([Br:43])([Br:44])[Br:45].[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[O:8][CH2:9][CH2:10][CH2:11][c:12]1[n:13][c:14](-[c:32]2[cH:33][cH:34][c:35]([C:38]([F:39])([F:40])[F:41])[cH:36][cH:37]2)[s:15][c:16]1[CH2:17][O:18][c:19]1[cH:20][c:21]([F:31])[c:22](-[c:25]2[n:26][o:27][c:28](=[O:30])[nH:29]2)[cH:23][cH:24]1.[CH3:46][C:47]([CH3:48])=[O:49].[CH3:61][OH:62].[Cl:50][CH2:51][Cl:52].[Cl:58][CH2:59][Cl:60].[Na+:57].[O-:53][C:54]([OH:55])=[O:56]>>[OH:8][CH2:9][CH2:10][CH2:11][c:12]1[n:13][c:14](-[c:32]2[cH:33][cH:34][c:35]([C:38]([F:39])([F:40])[F:41])[cH:36][cH:37]2)[s:15][c:16]1[CH2:17][O:18][c:19]1[cH:20][c:21]([F:31])[c:22](-[c:25]2[n:26][o:27][c:28](=[O:30])[nH:29]2)[cH:23][cH:24]1

Participants

8

Reactant 7

HCID 180AcetoneHCID 769Bicarbonate IonHCID 887MethanolHCID 923Sodium ionHCID 6344Dichloromethane2×HCID 25134Boron tribromideHCID 1361499453-{4-[4-(3-Benzyloxy-propyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-fluoro-phenyl}-4H-[1,2,4]oxadiazol-5-one

Product 1

HCID 1361499883-{2-Fluoro-4-[4-(3-hydroxy-propyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-4H-[1,2,4]oxadiazol-5-one

Sources & evidence

ORD record
ord-5aad700c0fc34fd08ec5bca9542fa32d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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