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

HRID 2091791Notes

Reaction equation

HRID 2091791 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]([C:21]([F:24])([F:23])[CH3:22])=[CH:17][CH:16]=4)[CH2:12][N:11]([C:25]([N:27]4[CH2:32][CH2:31][S:30][CH2:29][CH2:28]4)=[O:26])[CH2:10]3)[O:6][N:5]=2)[CH2:3][CH2:2]1.ClC1C=CC=C(C(OO)=[O:41])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]([C:21]([F:24])([F:23])[CH3:22])=[CH:19][CH:20]=4)[CH2:12][N:11]([C:25]([N:27]4[CH2:28][CH2:29][S:30](=[O:41])[CH2:31][CH2:32]4)=[O:26])[CH2:10]3)[O:6][N:5]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 59606568{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(1,1-difluoroethyl)phenyl]piperidin-1-yl}-(thiomorpholin-4-yl)methanone

Product 1

HCID 59606560{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(1,1-difluoroethyl)phenyl]piperidin-1-yl}-(1-oxidothiomorpholin-4-yl)methanone

Procedure

34.1 mg (0.074 mmol) of the compound from Example 54A were reacted according to General Method 1 with 22.9 mg (0.066 mmol) of meta-chloroperbenzoic acid. Yield: 39.7 mg (100% of theory).

Sources & evidence

ORD record
ord-872cc540a3364e518b0a5ed86866ca1d
Source dataset
uspto-grants-2013_05
Patent number
US08440657B2

Reaction notes

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