Hydroxylamine → HCID 178513373, compound

HRID 1675002Notes

Reaction equation

HRID 1675002 reaction equation
[NH2:1][OH:2].[F:3][C:4]([F:23])([F:22])[C:5]1[N:9]2[N:10]=[C:11]([N:14]3[CH2:19][CH2:18][CH:17]([C:20]#[N:21])[CH2:16][CH2:15]3)[CH:12]=[CH:13][C:8]2=[N:7][N:6]=1>C(O)C>[OH:2][NH:1][C:20]([CH:17]1[CH2:18][CH2:19][N:14]([C:11]2[CH:12]=[CH:13][C:8]3[N:9]([C:5]([C:4]([F:23])([F:3])[F:22])=[N:6][N:7]=3)[N:10]=2)[CH2:15][CH2:16]1)=[NH:21]

Participants

4

Reactant 2

HCID 787Hydroxylamine2×HCID 48933449HCID 48933449, compound

Product 1

HCID 178513373HCID 178513373, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine (50% w/v aqueous solution) (0.669 mL, 10.13 mmol) was added to a stirred suspension of 1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidine-4-carbonitrile (2.5 g, 8.44 mmol) in ethanol (16.88 mL) and the suspension was stirred at ambient temperature. Additional hydroxylamine (50% w/v aqueous solution) (3 mL) was added and stirring was continued for 18 hours. The mixture was then heated for 1 hour. The precipitate was collected by filtration, washed with EtOH and ether and dried under vacuum to afford N-hydroxy-1-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidine-4-carboximidamide (2.380 g, 86%) as a colourless crystalline solid.

Workup

  1. stirringstirring
  2. temperatureThe mixture was then heated for 1 hour
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with EtOH and ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-03ab37cdf6d44c47a922fd37b428edd0
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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