1-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid → (4-Hydroxypiperidin-1-yl) {3-{3-[2-(propan-2-yloxy)ethyl]-1,2,4-oxadiazol-5-yl}-5-[4-(trifluoro-methyl)phenyl]piperidin-1-yl}methanone

HRID 1643096Notes

Reaction equation

HRID 1643096 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]([OH:28])=O)[CH2:11]2)=[O:9])[CH2:4][CH2:3]1.O[N:30]=[C:31]([NH2:38])[CH2:32][CH2:33][O:34][CH:35]([CH3:37])[CH3:36]>>[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8]([N:10]2[CH2:15][CH:14]([C:16]3[CH:17]=[CH:18][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:20][CH:21]=3)[CH2:13][CH:12]([C:26]3[O:28][N:38]=[C:31]([CH2:32][CH2:33][O:34][CH:35]([CH3:37])[CH3:36])[N:30]=3)[CH2:11]2)=[O:9])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 580023401-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acidHCID 74045961N-Hydroxy-3-(1-methylethoxy)-propanimidamide

Product 1

HCID 58002693(4-Hydroxypiperidin-1-yl) {3-{3-[2-(propan-2-yloxy)ethyl]-1,2,4-oxadiazol-5-yl}-5-[4-(trifluoro-methyl)phenyl]piperidin-1-yl}methanone

Procedure

100 mg (0.25 mmol) of the compound from Example 99A and 61 mg (0.38 mmol) of the compound from Example 65A were reacted according to the General Method 2. Yield: 82 mg (61% of theory)

Sources & evidence

ORD record
ord-afa2d67279614ca488b57aa097018147
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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