N-Hydroxyacetamidine → (3-Hydroxypyrrolidin-1-yl) {3-(3-methyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]-piperidin-1-yl}methanone

HRID 1643112Notes

Reaction equation

HRID 1643112 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]([OH:28])=O)[CH2:10]2)=[O:8])[CH2:3]1.O[N:30]=[C:31]([NH2:33])[CH3:32]>>[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]([F:23])([F:25])[F:24])=[CH:19][CH:20]=3)[CH2:12][CH:11]([C:26]3[O:28][N:33]=[C:31]([CH3:32])[N:30]=3)[CH2:10]2)=[O:8])[CH2:3]1

Participants

3

Reactant 2

HCID 30926N-HydroxyacetamidineHCID 580024901-[(3-Hydroxypyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002172(3-Hydroxypyrrolidin-1-yl) {3-(3-methyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethoxy)phenyl]-piperidin-1-yl}methanone

Procedure

200 mg (0.50 mmol) of the compound from Example 112A and 55 mg (0.75 mmol) of N′-hydroxyethanimidamide were reacted according to the General Method 2. Yield: 15 mg (6% of theory).

Sources & evidence

ORD record
ord-2b3cada3219245069d86eac5b566783e
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

Loading…