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

HRID 1643003Notes

Reaction equation

HRID 1643003 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](O)=[O:28])[CH2:12]2)=[O:10])[CH2:5][CH2:4]1)#[N:2].O[N:31]=[C:32]([NH2:39])[CH2:33][CH2:34][O:35][CH:36]([CH3:38])[CH3:37]>>[CH3:37][CH:36]([O:35][CH2:34][CH2:33][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[CH2:5][CH2:4][CH:3]([C:1]#[N:2])[CH2:8][CH2:7]3)=[O:10])[CH2:12]2)[O:28][N:31]=1)[CH3:38]

Participants

3

Reactant 2

HCID 580023321-[(4-Cyanopiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acidHCID 74045961N-Hydroxy-3-(1-methylethoxy)-propanimidamide

Product 1

HCID 580023311-({3-{3-[2-(Propan-2-yloxy)ethyl]-1,2,4-oxadiazol-5-yl}-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)piperidine-4-carbonitrile

Procedure

100 mg (0.24 mmol) of the compound from Example 100A and 60 mg (0.37 mmol) of the compound from Example 65A were reacted according to the General Method 2. Yield: 54 mg (42% of theory)

Sources & evidence

ORD record
ord-49c448fa00fa4451a641e0adba5c4377
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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