1-[(4-Cyanopiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid → 1-({3-[3-(1-Methoxy-2-methylpropan-2-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]-piperidin-1-yl}carbonyl)piperidine-4-carbonitrile

HRID 1643009Notes

Reaction equation

HRID 1643009 reaction equation
[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([N:11]2[CH2:16][CH:15]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)[CH2:14][CH:13]([C:27]([OH:29])=O)[CH2:12]2)=[O:10])[CH2:5][CH2:4]1)#[N:2].O[N:31]=[C:32]([NH2:39])[C:33]([CH3:38])([CH3:37])[CH2:34][O:35][CH3:36]>>[CH3:36][O:35][CH2:34][C:33]([C:32]1[N:39]=[C:27]([CH:13]2[CH2:14][CH:15]([C:17]3[CH:18]=[CH:19][C:20]([C:23]([F:24])([F:26])[F:25])=[CH:21][CH:22]=3)[CH2:16][N:11]([C:9]([N:6]3[CH2:7][CH2:8][CH:3]([C:1]#[N:2])[CH2:4][CH2:5]3)=[O:10])[CH2:12]2)[O:29][N:31]=1)([CH3:38])[CH3:37]

Participants

3

Reactant 2

HCID 580023321-[(4-Cyanopiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acidHCID 86636895N-Hydroxy-3-methoxy-2,2-dimethylpropanimidamide

Product 1

HCID 580021451-({3-[3-(1-Methoxy-2-methylpropan-2-yl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]-piperidin-1-yl}carbonyl)piperidine-4-carbonitrile

Procedure

80 mg (0.188 mmol) of the compound from Example 100A and 41 mg (0.281 mmol) of N′-hydroxy-3-methoxy-2,2-dimethylpropanimidamide were reacted according to the General Method 2. Yield: 55 mg (56% of theory)

Sources & evidence

ORD record
ord-23f731501f844610bfe4633c0eaca723
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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