N'-Hydroxypyridine-4-carboximidamide → 4-({3-(3-(Pyridin-4-yl)-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}-carbonyl)morpholine

HRID 1642958Notes

Reaction equation

HRID 1642958 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:25](O)=[O:26])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O[N:29]=[C:30]([C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1)[NH2:31]>>[N:35]1[CH:36]=[CH:37][C:32]([C:30]2[N:31]=[C:25]([CH:11]3[CH2:12][CH:13]([C:15]4[CH:20]=[CH:19][C:18]([C:21]([F:22])([F:24])[F:23])=[CH:17][CH:16]=4)[CH2:14][N:9]([C:7]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[O:8])[CH2:10]3)[O:26][N:29]=2)=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 15326N'-Hydroxypyridine-4-carboximidamideHCID 580024471-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 580026704-({3-(3-(Pyridin-4-yl)-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}-carbonyl)morpholine

Procedure

250 mg (about 0.65 mmol) of 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid and 97 mg (0.71 mmol) of N′-hydroxypyridine-4-carboximidamide were reacted according to the General Method 1. Yield: 45 mg (14% of theory)

Sources & evidence

ORD record
ord-8288f6099742446b9edfe4b0f3131b88
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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