HCID 59595980, compound → HCID 178505986, compound

HRID 2264199Notes

Reaction equation

HRID 2264199 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[C:5]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][C:15]=2[F:20])=[CH:4][C:3]=1[NH:21][C:22]([CH:24]1[CH2:26][CH2:25]1)=O>C(O)(=O)C>[CH:24]1([C:22]2[NH:1][C:2]3=[N:7][C:6]([C:8]4[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=4)=[C:5]([C:14]4[CH:19]=[CH:18][N:17]=[CH:16][C:15]=4[F:20])[CH:4]=[C:3]3[N:21]=2)[CH2:26][CH2:25]1

Participants

3

Reactant 1

HCID 59595980HCID 59595980, compound

Product 1

HCID 178505986HCID 178505986, compoundYield 12.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of N-(6′-amino-3″-fluoro-3,2′:3′,4″-terpyridin-5′-yl)cyclopropanecarboxamide (0.2 g, 0.58 mmol) in acetic acid (2.5 mL) was heated in a sealed tube at 130° C. for 16 h. The solvent was evaporated and water (1 mL) was added and the solution was neutralised with 4% sodium bicarbonate aqueous solution and extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4) and evaporated. The residue was purified by silica gel flash chromatography (100:8:1 dichloromethane/methanol/NH3) to give the title compound (0.024 g, 12% of yield).

Workup

  1. customThe solvent was evaporated
  2. additionwater (1 mL) was added
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was purified by silica gel flash chromatography (100:8:1 dichloromethane/methanol/NH3)

Sources & evidence

ORD record
ord-a2aadbf3b47e4f30b9416842ffae04ae
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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