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Potassium Carbonate → Pyridazine,3-[[2-(6-fluoro-2-pyridinyl)-1h-imidazol-1-yl]methyl]-4-propyl-

HRID 1244268
Notes
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Reaction equation

HRID 1244268 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[N:15]=2)=[C:4]([CH2:21][CH2:22][CH3:23])[CH:3]=1.C([O-])([O-])=O.[K+].[K+]>C(O)C.[Pd]>[F:20][C:16]1[N:15]=[C:14]([C:10]2[N:9]([CH2:8][C:5]3[N:6]=[N:7][CH:2]=[CH:3][C:4]=3[CH2:21][CH2:22][CH3:23])[CH:13]=[CH:12][N:11]=2)[CH:19]=[CH:18][CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 103820556-Chloro-3-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-4-propyl-pyridazine

Product 1

HCID 10402367Pyridazine,3-[[2-(6-fluoro-2-pyridinyl)-1h-imidazol-1-yl]methyl]-4-propyl-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6-chloro-3-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-4-propyl-pyridazine (55.3 mg, 0.17 mmol), K2CO3 (30 mg) and Pd—C (10%, 6 mg) in ethanol is stirred at room temperature under H2 (H2 balloon) over night. After filtration, the solvent is removed and the residue is purified by PTLC to give the title compound. 1H NMR (CDCl3) 9.01 (d, 1H), 8.18 (dd, 1H), 7.26 (d, 1H), 7.15 (s, 1H), 7.10 (s, 1H), 6.82 (dd, 1H), 6.28 (s, 2H), 2.62 (t, 2H0, 1.47–1.60 (m, 2H), 0.83 (t, 3H).

Workup

  1. filtrationAfter filtration
  2. customthe solvent is removed
  3. customthe residue is purified by PTLC

Sources & evidence

ORD record
ord-5ea16fcd5ed845c4bea7c07c2ab4230d
Source dataset
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07122546B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes