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

HRID 1643005Notes

Reaction equation

HRID 1643005 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]([NH2:37])[CH2:33][CH2:34][O:35][CH3:36]>>[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:25])([F:24])[F:26])[CH:17]=3)[CH2:13][CH:12]([C:27]3[O:28][N:37]=[C:32]([CH2:33][CH2:34][O:35][CH3:36])[N:31]=3)[CH2:11]2)=[O:9])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 4390391(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochlorideHCID 580021931-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[3-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002300(4-Hydroxypiperidin-1-yl){3-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]-5-[3-(trifluoromethoxy)-phenyl]piperidin-1-yl}methanone

Procedure

200 mg (0.48 mmol) of the compound from Example 194A and 113 mg (0.72 mmol) of N′-hydroxy-3-methoxypropanimidamide were reacted according to the General Method 2. Yield: 182 mg (73% of theory)

Sources & evidence

ORD record
ord-14d489955e7b4dc9925739d6e18e67fa
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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