N'-Hydroxypyridine-4-carboximidamide → (4-Hydroxypiperidin-1-yl) {3-[3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]-piperidin-1-yl}methanone

HRID 1643042Notes

Reaction equation

HRID 1643042 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][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)[CH2:13][CH:12]([C:26](O)=[O:27])[CH2:11]2)=[O:9])[CH2:4][CH2:3]1.O[N:30]=[C:31]([C:33]1[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=1)[NH2:32]>>[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][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)[CH2:13][CH:12]([C:26]3[O:27][N:32]=[C:31]([C:33]4[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=4)[N:30]=3)[CH2:11]2)=[O:9])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 15326N'-Hydroxypyridine-4-carboximidamideHCID 580023401-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002738(4-Hydroxypiperidin-1-yl) {3-[3-(pyridin-4-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]-piperidin-1-yl}methanone

Procedure

100 mg (0.250 mmol) of 1-[(4-hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid (Example 99A) and 37.7 mg (0.275 mmol) of N′-hydroxypyridine-4-carboximidamide were reacted according to the General Method 1. Yield: 88.7 mg (69% of theory).

Sources & evidence

ORD record
ord-1ca90174de8549ecbb1a1dc3593672f0
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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