m-Chloroperbenzoic acid → {3-(3-Isopropoxy-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(1-oxidothiomorpholin-4-yl)methanone

HRID 661290Notes

Reaction equation

HRID 661290 reaction equation
[CH:1]([O:4][C:5]1[N:9]=[C:8]([CH:10]2[CH2:15][CH:14]([C:16]3[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=3)[CH2:13][N:12]([C:27]([N:29]3[CH2:34][CH2:33][S:32][CH2:31][CH2:30]3)=[O:28])[CH2:11]2)[O:7][N:6]=1)([CH3:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:43])C=1>>[CH:1]([O:4][C:5]1[N:9]=[C:8]([CH:10]2[CH2:15][CH:14]([C:16]3[CH:17]=[CH:18][C:19]([O:22][C:23]([F:25])([F:24])[F:26])=[CH:20][CH:21]=3)[CH2:13][N:12]([C:27]([N:29]3[CH2:34][CH2:33][S:32](=[O:43])[CH2:31][CH2:30]3)=[O:28])[CH2:11]2)[O:7][N:6]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 49819701{3-(3-Isopropoxy-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(thiomorpholin-4-yl)methanone

Product 1

HCID 58116498{3-(3-Isopropoxy-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(1-oxidothiomorpholin-4-yl)methanone

Procedure

170 mg (0.340 mmol) of the compound from Example 33 were reacted according to General Method 2 with 117 mg (0.340 mmol) of meta-chloroperbenzoic acid. Yield: 44.8 mg (26% of theory).

Sources & evidence

ORD record
ord-705e916a0d73404b87a32faa18b3c5bf
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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