HCID 55138374, compound → HCID 59485581, compound

HRID 1972212Notes

Reaction equation

HRID 1972212 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([C@H:9]2[CH2:13][O:12][C:11](=[O:14])[NH:10]2)[CH:6]=[CH:7][CH:8]=1.Br[C:18]1[CH:19]=[CH:20][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)=[N:22][CH:23]=1>>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([O:24][C:21]2[N:22]=[CH:23][C:18]([N:10]3[C@@H:9]([C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=4)[CH2:13][O:12][C:11]3=[O:14])=[CH:19][CH:20]=2)=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 55138374HCID 55138374, compoundHCID 59485766HCID 59485766, compound

Product 1

HCID 59485581HCID 59485581, compound

Procedure

(S)-3-[6-(4-Chloro-phenoxy)-pyridin-3-yl]-4-(3-trifluoromethyl-phenyl)-oxazolidin-2-one is prepared from (S)-4-(3-trifluoromethyl-phenyl)-oxazolidin-2-one and 5-bromo-2-(4-chloro-phenoxy)-pyridine using the same conditions as example 4. 1H NMR (CDCl3, 400 MHz) δ 8.03 (dd, 1H), 7.88 (d, 1H), 7.62 (d, 1H), 7.45˜7.55 (m, 3H), 7.3 (d, 2H), 7.01 (d, 2H), 5.40 (dd, 1H), 4.85 (t, 1H), 4.24 (dd, 1H); HPLC-MS calculated for C21H15ClF3N3O2 (M+H+) 435.1, found 435.1.

Sources & evidence

ORD record
ord-db38141cbd1e4d15a1580be95be78711
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

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