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

HRID 661304Notes

Reaction equation

HRID 661304 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[N:10]=[C:9]([CH:11]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][C:20]([CH2:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)[CH2:14][N:13]([C:28]([N:30]3[CH2:35][CH2:34][S:33][CH2:32][CH2:31]3)=[O:29])[CH2:12]2)[O:8][N:7]=1.ClC1C=CC=C(C(OO)=[O:44])C=1>>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[N:10]=[C:9]([CH:11]2[CH2:16][CH:15]([C:17]3[CH:18]=[CH:19][C:20]([CH2:23][C:24]([F:25])([F:27])[F:26])=[CH:21][CH:22]=3)[CH2:14][N:13]([C:28]([N:30]3[CH2:35][CH2:34][S:33](=[O:44])[CH2:32][CH2:31]3)=[O:29])[CH2:12]2)[O:8][N:7]=1

Participants

3

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 58116571{3-[3-(2-Methoxyethoxy)-1,2,4-oxadiazol-5-yl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidin-1-yl}-(thiomorpholin-4-yl)methanone

Product 1

HCID 58116466{3-[3-(2-Methoxyethoxy)-1,2,4-oxadiazol-5-yl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidin-1-yl}-(1-oxidothiomorpholin-4-yl)methanone

Procedure

46.7 mg (0.091 mmol) of the compound from Example 70 were reacted according to General Method 2 with 28.2 mg (0.082 mmol) of meta-chloroperbenzoic acid. Yield: 52.8 mg (100% of theory)

Sources & evidence

ORD record
ord-f0283a71a5b64b9ba52f2c46a1508157
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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