1-(Thiomorpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid → {3-[3-(2-Methoxyethoxy)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-(thiomorpholin-4-yl)methanone

HRID 661291Notes

Reaction equation

HRID 661291 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26]([OH:28])=O)[CH2:10]2)=[O:8])[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.O[N:30]=[C:31]([O:33][CH2:34][CH2:35][O:36][CH3:37])[NH2:32]>>[CH3:37][O:36][CH2:35][CH2:34][O:33][C:31]1[N:32]=[C:26]([CH:11]2[CH2:12][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]([F:23])([F:24])[F:25])=[CH:19][CH:20]=3)[CH2:14][N:9]([C:7]([N:1]3[CH2:6][CH2:5][S:4][CH2:3][CH2:2]3)=[O:8])[CH2:10]2)[O:28][N:30]=1

Participants

3

Reactant 2

HCID 581165811-(Thiomorpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acidHCID 762237802-Methoxyethyl N-hydroxyimidocarbamate

Product 1

HCID 58116577{3-[3-(2-Methoxyethoxy)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-(thiomorpholin-4-yl)methanone

Procedure

According to General Method 1, 300 mg (0.717 mmol) of the compound from Example 9A and 480 mg (2.15 mmol, purity 60%) of 2-methoxyethyl N′-hydroxyimidocarbamate from Example 44A were reacted. Yield: 65 mg (17% of theory).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-e8fbd156fe704b75929ac651c1470caf
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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