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

HRID 1643007Notes

Reaction equation

HRID 1643007 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]([C:34]1[CH:39]=[N:38][CH:37]=[CH:36][N:35]=1)[NH2:33]>>[OH:1][CH:2]1[CH2:3][CH2:4][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:24])[F:25])[CH:17]=3)[CH2:13][CH:12]([C:27]3[O:28][N:33]=[C:32]([C:34]4[CH:39]=[N:38][CH:37]=[CH:36][N:35]=4)[N:31]=3)[CH2:11]2)=[O:9])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 2737233N'-Hydroxy-2-pyrazinecarboximidamideHCID 580021931-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[3-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002684(4-Hydroxypiperidin-1-yl) {3-[3-(pyrazin-2-yl)-1,2,4-oxadiazol-5-yl]-5-[3-(trifluoromethoxy)-phenyl]piperidin-1-yl}methanone

Procedure

60 mg (0.14 mmol) of the compound from Example 194A and 30 mg (0.22 mmol) of N′-hydroxypyrazin-2-carboximidamide were reacted according to the General Method 2. Yield: 36 mg (48% of theory)

Sources & evidence

ORD record
ord-ae5b192a5e8e4d419747e14e23e5e8ed
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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