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

HRID 220056Notes

Reaction equation

HRID 220056 reaction equation
[CH:1]1([C:4]2[N:8]=[C:7]([CH:9]3[CH2:14][CH:13]([C:15]4[CH:20]=[CH:19][C:18]([CH2:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=4)[CH2:12][N:11]([C:26]([N:28]4[CH2:33][CH2:32][S:31][CH2:30][CH2:29]4)=[O:27])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:42])C=1>>[CH:1]1([C:4]2[N:8]=[C:7]([CH:9]3[CH2:14][CH:13]([C:15]4[CH:16]=[CH:17][C:18]([CH2:21][C:22]([F:25])([F:23])[F:24])=[CH:19][CH:20]=4)[CH2:12][N:11]([C:26]([N:28]4[CH2:33][CH2:32][S:31](=[O:42])[CH2:30][CH2:29]4)=[O:27])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 59606580{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidin-1-yl}-(thiomorpholin-4-yl)methanone

Product 1

HCID 59606562{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidin-1-yl}(1-oxidothiomorpholin-4-yl)methanone

Procedure

78.0 mg (0.162 mmol) of the compound from Example 46A were reacted according to General Method 1 with 50.4 mg (0.146 mmol) of meta-chloroperbenzoic acid. Yield: 76.2 mg (88% of theory)

Sources & evidence

ORD record
ord-a6660e3beca443bd84c5881c392839b0
Source dataset
uspto-grants-2012_06
Patent number
US08202862B2

Reaction notes

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