N'-Hydroxycyclopropanecarboximidamide → {3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

HRID 1643109Notes

Reaction equation

HRID 1643109 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26](O)=[O:27])[CH2:10]2)=[O:8])[CH2:3]1.O[N:30]=[C:31]([CH:33]1[CH2:35][CH2:34]1)[NH2:32]>>[CH:33]1([C:31]2[N:32]=[C:26]([CH:11]3[CH2:12][CH:13]([C:15]4[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=4)[CH2:14][N:9]([C:7]([N:4]4[CH2:5][CH2:6][CH:2]([OH:1])[CH2:3]4)=[O:8])[CH2:10]3)[O:27][N:30]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 2794666N'-HydroxycyclopropanecarboximidamideHCID 580024901-[(3-Hydroxypyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002509{3-(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]piperidin-1-yl}(3-hydroxypyrrolidin-1-yl)methanone

Procedure

200 mg (0.50 mmol) of the compound from Example 112A and 75 mg (0.75 mmol) of N′-hydroxycyclopropanecarboximidamide were reacted according to the General Method 2. Yield: 127 mg (55% of theory).

Sources & evidence

ORD record
ord-84ef179701504ab098a71d5a0ad913bb
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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