N'-Hydroxycyclopropanecarboximidamide → {3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[3-(trifluoromethoxy)phenyl]piperidin-1-yl}(4-hydroxypiperidin-1-yl)methanone

HRID 1642991Notes

Reaction equation

HRID 1642991 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([N:10]2[CH2:15][CH:14]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:26])([F:25])[F:24])[CH:17]=3)[CH2:13][CH:12]([C:27](O)=[O:28])[CH2:11]2)=[O:9])[CH2:4][CH2:3]1.O[N:31]=[C:32]([CH:34]1[CH2:36][CH2:35]1)[NH2:33]>>[CH:34]1([C:32]2[N:33]=[C:27]([CH:12]3[CH2:13][CH:14]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:25])([F:24])[F:26])[CH:17]=4)[CH2:15][N:10]([C:8]([N:5]4[CH2:4][CH2:3][CH:2]([OH:1])[CH2:7][CH2:6]4)=[O:9])[CH2:11]3)[O:28][N:31]=2)[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 2794666N'-HydroxycyclopropanecarboximidamideHCID 580021931-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[3-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002247{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[3-(trifluoromethoxy)phenyl]piperidin-1-yl}(4-hydroxypiperidin-1-yl)methanone

Procedure

60 mg (0.14 mmol) of the compound from Example 194A and 22 mg (0.22 mmol) of N′-hydroxycyclopropanecarboximidamide were reacted according to the General Method 2. Yield: 45 mg (64% of theory)

Sources & evidence

ORD record
ord-e093fe6e07ce4b59bc56b4833c9d4173
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

Loading…