1-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid → {3-(3-{[1-(Hydroxymethyl)cyclopropyl]methyl}-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)-phenyl]piperidin-1-yl}(4-hydroxypiperidin-1-yl)methanone

HRID 1643097Notes

Reaction equation

HRID 1643097 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][C:33]1([CH2:36][OH:37])[CH2:35][CH2:34]1>>[OH:37][CH2:36][C:33]1([CH2:32][C:31]2[N:38]=[C:26]([CH:12]3[CH2:13][CH:14]([C:16]4[CH:17]=[CH:18][C:19]([C:22]([F:24])([F:23])[F:25])=[CH:20][CH:21]=4)[CH2:15][N:10]([C:8]([N:5]4[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]4)=[O:9])[CH2:11]3)[O:28][N:30]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 580023401-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acidHCID 79009133N'-Hydroxy-2-[1-(hydroxymethyl)cyclopropyl]ethanimidamide

Product 1

HCID 58002674{3-(3-{[1-(Hydroxymethyl)cyclopropyl]methyl}-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)-phenyl]piperidin-1-yl}(4-hydroxypiperidin-1-yl)methanone

Procedure

100 mg (0.25 mmol) of the compound from Example 99A and 62 mg (0.38 mmol) of the compound from Example 67A were reacted according to the General Method 2. Yield: 66 mg (52% of theory)

Sources & evidence

ORD record
ord-27ebbcebd4954471a023686ed1efc9a5
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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