N'-hydroxy-2-methoxyethanimidamide → (3-Hydroxypyrrolidin-1-yl) {3-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)-phenyl]piperidin-1-yl}methanone

HRID 1643157Notes

Reaction equation

HRID 1643157 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26]([OH:28])=O)[CH2:10]2)=[O:8])[CH2:3]1.O[N:30]=[C:31]([NH2:35])[CH2:32][O:33][CH3:34]>>[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:23])[F:24])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26]3[O:28][N:35]=[C:31]([CH2:32][O:33][CH3:34])[N:30]=3)[CH2:10]2)=[O:8])[CH2:3]1

Participants

3

Reactant 2

HCID 4126736N'-hydroxy-2-methoxyethanimidamideHCID 580024901-[(3-Hydroxypyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002129(3-Hydroxypyrrolidin-1-yl) {3-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethoxy)-phenyl]piperidin-1-yl}methanone

Procedure

200 mg (0.497 mmol) of the compound from Example 112A and 77 mg (0.746 mmol) of N′-hydroxy-2-methoxyethanimidamide were reacted according to the General Method 2. Yield: 55 mg (24% of theory).

Sources & evidence

ORD record
ord-29b2f932e1a64eeba8f8fa93eb0a7919
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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