4-({3-[3-(2-Chloropyridin-4-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}carbonyl)morpholine → 4-[4-(5-{1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl}-1,2,4-oxadiazol-3-yl)pyridin-2-yl]morpholine

HRID 1642923Notes

Reaction equation

HRID 1642923 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[N:12]=[C:11]([CH:13]3[CH2:18][CH:17]([C:19]4[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=4)[CH2:16][N:15]([C:30]([N:32]4[CH2:37][CH2:36][O:35][CH2:34][CH2:33]4)=[O:31])[CH2:14]3)[O:10][N:9]=2)[CH:5]=[CH:4][N:3]=1>N1CCOCC1>[N:32]1([C:30]([N:15]2[CH2:16][CH:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=3)[CH2:18][CH:13]([C:11]3[O:10][N:9]=[C:8]([C:6]4[CH:5]=[CH:4][N:3]=[C:2]([N:32]5[CH2:37][CH2:36][O:35][CH2:34][CH2:33]5)[CH:7]=4)[N:12]=3)[CH2:14]2)=[O:31])[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1

Participants

3

Reactant 1

HCID 580022044-({3-[3-(2-Chloropyridin-4-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}carbonyl)morpholine

Product 1

HCID 580026244-[4-(5-{1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl}-1,2,4-oxadiazol-3-yl)pyridin-2-yl]morpholine

Reagents, catalysts & solvents 1

HCID 8083MorpholineSolvent

Procedure

69 mg (0.13 mmol) of 4-({3-[3-(2-chloropyridin-4-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}carbonyl)morpholine (Example 88) were reacted in 0.6 ml of morpholine according to the General Method 3. Yield: 38 mg (50% of theory)

Sources & evidence

ORD record
ord-b65841d117334f838b868ff0bdee3f9c
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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