(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochloride → {3-(4-Ethylphenyl)-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(3-hydroxyazetidin-1-yl)methanone

HRID 1643095Notes

Reaction equation

HRID 1643095 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[CH2:20][CH:19]([OH:21])[CH2:18]3)=[O:16])[CH2:12][CH:11]([C:22]([OH:24])=O)[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].O[N:26]=[C:27]([NH2:32])[CH2:28][CH2:29][O:30][CH3:31]>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:10][CH:11]([C:22]3[O:24][N:32]=[C:27]([CH2:28][CH2:29][O:30][CH3:31])[N:26]=3)[CH2:12][N:13]([C:15]([N:17]3[CH2:20][CH:19]([OH:21])[CH2:18]3)=[O:16])[CH2:14]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 4390391(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochlorideHCID 580023695-(4-Ethylphenyl)-1-[(3-hydroxyazetidin-1-yl)carbonyl]piperidine-3-carboxylic acid

Product 1

HCID 58002232{3-(4-Ethylphenyl)-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}(3-hydroxyazetidin-1-yl)methanone

Procedure

60 mg (0.18 mmol) of the compound from Example 138A and 43 mg (0.27 mmol) of N′-hydroxy-3-methoxypropanimidamide were reacted according to the General Method 2. Yield: 25 mg (33% of theory)

Sources & evidence

ORD record
ord-92cd484a80c14a098e29134bb5521b12
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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