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Formamidine acetate → HCID 58335594, compound

HRID 1890667
Notes
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Reaction equation

HRID 1890667 reaction equation
[NH2:1][C:2]1[C:3]([NH:9][C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=2)[C:13]#[N:14])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.[C:18](O)(=O)C.C(N)=N>C(O)C>[Cl:8][C:5]1[N:4]=[C:3]2[N:9]([C:10]3[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=3)[C:13]#[N:14])[CH:18]=[N:1][C:2]2=[CH:7][CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 583356623-(3-Amino-6-chloropyridin-2-ylamino)benzonitrile

Product 1

HCID 58335594HCID 58335594, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In step 1-3, a solution of 3-(3-amino-6-chloropyridin-2-ylamino)benzonitrile (1.07 g, 4.38 mmol) and foramidine acetate (1.37 g, 13.1 mmol) in ethanol was refluxed for 3 hours. The reaction mixture was concentrated and purified to afford 3-(5-chloro-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile (1-3) as a yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified

Sources & evidence

ORD record
ord-5229d55af06742f6affcf35fc2095ad0
Source dataset
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08507488B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes