3-fluoro-N'-hydroxybenzene-1-carboximidamide → 1-({3-(4-Ethylphenyl)-5-[3-(3-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}carbonyl)-piperidine-4-carbonitrile

HRID 1642954Notes

Reaction equation

HRID 1642954 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:30]=[C:31]([C:35](=[N:37]O)[NH2:36])[CH:32]=[CH:33][CH:34]=1>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][CH:11]([C:25]3[O:26][N:37]=[C:35]([C:31]4[CH:32]=[CH:33][CH:34]=[C:29]([F:28])[CH:30]=4)[N:36]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:22][CH2:21][CH:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[O:16])[CH2:14]2)=[CH:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 40909723-fluoro-N'-hydroxybenzene-1-carboximidamideHCID 580024245-(4-Ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylic acid

Product 1

HCID 580026731-({3-(4-Ethylphenyl)-5-[3-(3-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}carbonyl)-piperidine-4-carbonitrile

Procedure

80 mg (0.22 mmol) of 5-(4-ethylphenyl)-1-[(4-cyanopiperidin-1-yl)carbonyl]piperidine-3-carboxylic acid (Example 60A) and 50 mg (0.33 mmol, 1.5 eq.) of 3-fluoro-N′-hydroxybenzenecarboximidamide were reacted according to the General Method 2. Yield: 81 mg (77% of theory)

Sources & evidence

ORD record
ord-15861351bd1b4ad892c7e2a39de38a6f
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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