N'-Hydroxycyclopropanecarboximidamide → [3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-(4-ethylphenyl)piperidin-1-yl] (3-hydroxyazetidin-1-yl)methanone

HRID 1642964Notes

Reaction equation

HRID 1642964 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](O)=[O:23])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].O[N:26]=[C:27]([CH:29]1[CH2:31][CH2:30]1)[NH2:28]>>[CH:29]1([C:27]2[N:28]=[C:22]([CH:11]3[CH2:10][CH:9]([C:6]4[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=4)[CH2:14][N:13]([C:15]([N:17]4[CH2:18][CH:19]([OH:21])[CH2:20]4)=[O:16])[CH2:12]3)[O:23][N:26]=2)[CH2:31][CH2:30]1

Participants

3

Reactant 2

HCID 2794666N'-HydroxycyclopropanecarboximidamideHCID 580023695-(4-Ethylphenyl)-1-[(3-hydroxyazetidin-1-yl)carbonyl]piperidine-3-carboxylic acid

Product 1

HCID 58002631[3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-(4-ethylphenyl)piperidin-1-yl] (3-hydroxyazetidin-1-yl)methanone

Procedure

60 mg (0.18 mmol) of the compound from Example 138A and 27 mg (0.27 mmol) of N′-hydroxycyclopropanecarboximidamide were reacted according to the General Method 2. Yield: 24 mg (33% of theory)

Sources & evidence

ORD record
ord-54e8289895f44bf583a8f5822ef308b5
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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