2-fluoro-N'-hydroxybenzene-1-carboximidamide → 3-(4-Ethylphenyl)-5-[3-(2-fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-(pyrrolidin-1-ylcarbonyl)piperidine

HRID 1642929Notes

Reaction equation

HRID 1642929 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[CH2:21][CH2:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:22](O)=[O:23])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32](=[N:34]O)[NH2:33]>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][CH:11]([C:22]3[O:23][N:34]=[C:32]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[F:25])[N:33]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[O:16])[CH2:14]2)=[CH:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 32595892-fluoro-N'-hydroxybenzene-1-carboximidamideHCID 580022075-(4-Ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidine-3-carboxylic acid

Product 1

HCID 580024413-(4-Ethylphenyl)-5-[3-(2-fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-(pyrrolidin-1-ylcarbonyl)piperidine

Procedure

73 mg (0.22 mmol) of 5-(4-ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidine-3-carboxylic acid (Example 41A) and 47 mg (0.24 mmol, 1.1 eq.) of 2-fluoro-N′-hydroxybenzenecarboximidamide were reacted according to the General Method 1. Yield: 46 mg (47% of theory)

Sources & evidence

ORD record
ord-ff9694b5d1ae4cda8dba16bb2aad22fd
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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