2,6-difluoro-N'-hydroxybenzenecarboximidamide → 1-{[3-[3-(2,6-Difluorophenyl)-1,2,4-oxadiazol-5-yl]-5-(4-ethylphenyl)piperidin-1-yl]carbonyl}-piperidine-4-carbonitrile

HRID 1642966Notes

Reaction equation

HRID 1642966 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:25](O)=[O:26])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[F:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=1[C:36](=[N:38]O)[NH2:37]>>[F:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=1[C:36]1[N:38]=[C:25]([CH:11]2[CH2:10][CH:9]([C:6]3[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=3)[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[O:16])[CH2:12]2)[O:26][N:37]=1

Participants

3

Reactant 2

HCID 34929782,6-difluoro-N'-hydroxybenzenecarboximidamideHCID 580024245-(4-Ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylic acid

Product 1

HCID 580027071-{[3-[3-(2,6-Difluorophenyl)-1,2,4-oxadiazol-5-yl]-5-(4-ethylphenyl)piperidin-1-yl]carbonyl}-piperidine-4-carbonitrile

Procedure

60 mg (0.16 mmol) of the compound from Example 60A and 42 mg (0.24 mmol) of 2,6-difluoro-N′-hydroxybenzenecarboximidamide were reacted according to the General Method 2. Yield: 53 mg (65% of theory)

Sources & evidence

ORD record
ord-5e28868db0324681aff819ce76fe9bd7
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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