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

HRID 1642969Notes

Reaction equation

HRID 1642969 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]([OH:23])[CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:24](O)=O)[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[F:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[C:34](=[N:36][OH:37])[NH2:35]>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:10][CH:11]([C:24]3[O:37][N:36]=[C:34]([C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=4[F:27])[N:35]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:18][CH2:19][CH:20]([OH:23])[CH2:21][CH2:22]3)=[O:16])[CH2:14]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 32595892-fluoro-N'-hydroxybenzene-1-carboximidamideHCID 580026415-(4-Ethylphenyl)-1-[(4-hydroxypiperidin-1-yl)carbonyl]piperidine-3-carboxylic acid

Product 1

HCID 58002678{3-(4-Ethylphenyl)-5-[3-(2-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(4-hydroxypiperidin-1-yl)methanone

Procedure

80 mg (0.22 mmol) of 5-(4-ethylphenyl)-1-[(4-hydroxypiperidin-1-yl)carbonyl]piperidine -3-carboxylic acid (Example 59A) and 51 mg (0.33 mmol) of 2-fluoro-N′-hydroxybenzene-carboximidamide were reacted according to the General Method 2. Yield: 71 mg (67% of theory)

Sources & evidence

ORD record
ord-456e266be58f4969a4b716e5392296f8
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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