N'-Hydroxy-2-pyrazinecarboximidamide → 4-{[3-(4-Ethylphenyl)-5-(3-pyrazin-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]carbonyl}morpholine
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][O:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:23]([OH:25])=O)[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].O[N:27]=[C:28]([C:30]1[CH:35]=[N:34][CH:33]=[CH:32][N:31]=1)[NH2:29]>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:10][CH:11]([C:23]3[O:25][N:29]=[C:28]([C:30]4[CH:35]=[N:34][CH:33]=[CH:32][N:31]=4)[N:27]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)=[O:16])[CH2:14]2)=[CH:5][CH:4]=1)[CH3:2]Participants
3
Procedure
69 mg (0.20 mmol) of 5-(4-ethylphenyl)-1-(morpholin-4-ylcarbonyl)piperidine-3-carboxylic acid (Example 38A) and 30 mg (0.22 mmol, 1.1 eq.) of N′-hydroxypyrazine-2-carboximidamide were reacted according to the General Method 1. Yield: 45 mg (50% of theory)
Sources & evidence
- ORD record
- ord-4d7bab213f3545c188610b52f5f3b603
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08119663B2
Reaction notes
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