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Ammonium Hydroxide → 1-(2-Aminopyridin-5-yl)ethanone

HRID 633738
Notes
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Reaction equation

HRID 633738 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[OH-].[NH4+:12]>>[NH2:12][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 27796981-(6-Chloropyridin-3-yl)ethan-1-one

Product 1

HCID 211133961-(2-Aminopyridin-5-yl)ethanone

Conditions

Temperature
130 °C

Procedure

2 g (11.57 mmol) of 1-(6-chloropyrid-3-yl)ethanone and 70 mL of ammonium hydroxide are placed in a Parr reactor. The solution is heated at 130° C. overnight. The mixture obtained is evaporated to dryness, and the residue is taken up in ethyl acetate and washed with water and with saturated NaCl solution. The organic phase is dried over sodium sulfate and evaporated to dryness to give 1.14 g of 1-(6-aminopyrid-3-yl)ethanone, the characteristics of which are as follows:

Workup

  1. customThe mixture obtained
  2. customis evaporated to dryness
  3. washwashed with water and with saturated NaCl solution
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-bb41f7a833024d76b26c12616ecec026
Source dataset
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09321790B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes