(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochloride → 1-{3-[4-(2,2-Difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}-ethanone

HRID 220049Notes

Reaction equation

HRID 220049 reaction equation
[C:1]([N:4]1[CH2:9][CH:8]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH:17]([F:19])[F:18])=[CH:12][CH:11]=2)[CH2:7][CH:6]([C:20](O)=[O:21])[CH2:5]1)(=[O:3])[CH3:2].O[N:24]=[C:25]([NH2:30])[CH2:26][CH2:27][O:28][CH3:29]>>[F:18][CH:17]([F:19])[CH2:16][C:13]1[CH:12]=[CH:11][C:10]([CH:8]2[CH2:7][CH:6]([C:20]3[O:21][N:30]=[C:25]([CH2:26][CH2:27][O:28][CH3:29])[N:24]=3)[CH2:5][N:4]([C:1](=[O:3])[CH3:2])[CH2:9]2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 4390391(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochlorideHCID 596065791-Acetyl-5-[4-(2,2-difluoroethyl)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 596065701-{3-[4-(2,2-Difluoroethyl)phenyl]-5-[3-(2-methoxyethyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl}-ethanone

Procedure

According to General Method 6A, 153 mg (0.270 mmol, purity 50%) of the compound from Example 59A and 41.3 mg (0.297 mmol, purity 85%) of N′-hydroxy-3-methoxypropanimidamide were reacted Yield: 46.6 mg (32% of theory, purity 72%)

Workup

  1. customwere reacted Yield: 46.6 mg (32% of theory, purity 72%)

Sources & evidence

ORD record
ord-c9d8dfabcadc4b0c846e65c39ef94549
Source dataset
uspto-grants-2012_06
Patent number
US08202862B2

Reaction notes

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