N-Hydroxyacetamidine → HCID 58002270, compound

HRID 1643120Notes

Reaction equation

[CH3:1][C:2]1([CH3:29])[O:7][CH2:6][CH2:5][N:4]([C:8]([N:10]2[CH2:15][CH:14]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)[CH2:13][CH:12]([C:26]([OH:28])=O)[CH2:11]2)=[O:9])[CH2:3]1.O[N:31]=[C:32]([NH2:34])[CH3:33]>>[CH3:1][C:2]1([CH3:29])[O:7][CH2:6][CH2:5][N:4]([C:8]([N:10]2[CH2:15][CH:14]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:18][CH:17]=3)[CH2:13][CH:12]([C:26]3[O:28][N:34]=[C:32]([CH3:33])[N:31]=3)[CH2:11]2)=[O:9])[CH2:3]1

Participants

Reactant 2

HCID 30926N-Hydroxyacetamidine

HCID 58002698HCID 58002698, compound

Product 1

HCID 58002270HCID 58002270, compound

Procedure

250 mg (0.410 mmol, 68% pure) of 1-[(2,2-dimethylmorpholin-4-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid and 33.4 mg (0.451 mmol) of N′-hydroxyethanimidamide were reacted according to the General Method 2. Yield: 117 mg (62% of theory).

Sources & evidence

ORD record: ord-377f25e5742f437288a98d005406b314
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08119663B2

Reaction notes

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