(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochloride → 1-({3-[3-(2-Methoxyethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-carbonyl)piperidine-4-carbonitrile

HRID 1643162Notes

Reaction equation

HRID 1643162 reaction equation
[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([N:11]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)[CH2:14][CH:13]([C:28]([OH:30])=O)[CH2:12]2)=[O:10])[CH2:5][CH2:4]1)#[N:2].O[N:32]=[C:33]([NH2:38])[CH2:34][CH2:35][O:36][CH3:37]>>[CH3:37][O:36][CH2:35][CH2:34][C:33]1[N:38]=[C:28]([CH:13]2[CH2:14][CH:15]([C:17]3[CH:18]=[CH:19][C:20]([O:23][C:24]([F:26])([F:25])[F:27])=[CH:21][CH:22]=3)[CH2:16][N:11]([C:9]([N:6]3[CH2:5][CH2:4][CH:3]([C:1]#[N:2])[CH2:8][CH2:7]3)=[O:10])[CH2:12]2)[O:30][N:32]=1

Participants

3

Reactant 2

HCID 4390391(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochlorideHCID 580027061-[(4-Cyanopiperidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 580022501-({3-[3-(2-Methoxyethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}-carbonyl)piperidine-4-carbonitrile

Procedure

100 mg (about 0.153 mmol) of the compound from Example 108A and 36 mg (0.306 mmol) of N′-hydroxy-3-methoxypropanimidamide were reacted according to the General Method 2. Yield: 14 mg (18% of theory)

Sources & evidence

ORD record
ord-c776f5825c8f4d93b3284a173b2bc5cd
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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