4-({3-[3-(2-Chloropyridin-4-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}carbonyl)morpholine → N-(2-Methoxyethyl)-4-(5-[1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl]-1,2,4-oxadiazol-3-yl)pyridine-2-amine

HRID 1642922Notes

Reaction equation

HRID 1642922 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>COCCN>[CH3:36][O:35][CH2:34][CH2:33][NH:32][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:20]=[CH:21][C:22]([O:25][C:26]([F:27])([F:28])[F:29])=[CH:23][CH:24]=4)[CH2:16][N:15]([C:30]([N:32]4[CH2:33][CH2:34][O:35][CH2:36][CH2:37]4)=[O:31])[CH2:14]3)[O:10][N:9]=2)[CH:5]=[CH:4][N:3]=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 58002168N-(2-Methoxyethyl)-4-(5-[1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl]-1,2,4-oxadiazol-3-yl)pyridine-2-amine

Reagents, catalysts & solvents 1

HCID 80182-MethoxyethylamineSolvent

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 1.2 ml of 2-methoxyethylamine according to the General Method 3. Yield: 31 mg (43% of theory)

Sources & evidence

ORD record
ord-378244e05e364a8886de1659e2c0a0c9
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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