N'-hydroxy-2-methoxyethanimidamide → {3-[3-(Methoxymethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-(morpholin-4-yl)methanone

HRID 1643024Notes

Reaction equation

HRID 1643024 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26](O)=[O:27])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O[N:30]=[C:31]([NH2:35])[CH2:32][O:33][CH3:34]>>[CH3:34][O:33][CH2:32][C:31]1[N:35]=[C:26]([CH:11]2[CH2:12][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]([F:24])([F:23])[F:25])=[CH:19][CH:20]=3)[CH2:14][N:9]([C:7]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)=[O:8])[CH2:10]2)[O:27][N:30]=1

Participants

3

Reactant 2

HCID 4126736N'-hydroxy-2-methoxyethanimidamideHCID 580025001-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002713{3-[3-(Methoxymethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-(morpholin-4-yl)methanone

Procedure

100 mg (0.25 mmol) of the compound from Example 44A and 31 mg (0.30 mmol) of N′-hydroxy-2-methoxyethanimidamide (J. Med. Chem., 1997, 40, 8, 1230-1246) were reacted according to the General Method 1. Yield: 19 mg (16% of theory).

Sources & evidence

ORD record
ord-6bb86666c52643c6a0a0f7046ed1865a
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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