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

HRID 1643027Notes

Reaction equation

HRID 1643027 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](O)=[O:27])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O[N:30]=[C:31]([C:33]1[N:38]=[CH:37][CH:36]=[CH:35][N:34]=1)[NH2:32]>>[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:19][CH:20]=3)[CH2:12][CH:11]([C:26]3[O:27][N:32]=[C:31]([C:33]4[N:38]=[CH:37][CH:36]=[CH:35][N:34]=4)[N:30]=3)[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 580025001-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acidHCID 136195713N'-hydroxypyrimidine-2-carboximidamide

Product 1

HCID 58002640Morpholin-4-yl{3-[3-(pyrimidin-2-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]-piperidin-1-yl}methanone

Procedure

150 mg (0.20 mmol) of 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid (Example 44A) and 77 mg (0.56 mmol) of N′-hydroxypyrimidine-2-carboximidamide were reacted according to the General Method 2. Yield: 100 mg (51% of theory).

Sources & evidence

ORD record
ord-a4eabd5de7df49f482e4a1ce81fe6b37
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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