HCID 59595969, compound → HCID 178423928, compound

HRID 2264211Notes

Reaction equation

HRID 2264211 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](=O)[C:23]1[CH:28]=[CH:27][C:26]([CH3:29])=[C:25]([F:30])[CH:24]=1>C(O)(=O)C>[F:30][C:25]1[CH:24]=[C:23]([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)[CH:28]=[CH:27][C:26]=1[CH3:29]

Participants

3

Reactant 1

HCID 59595969HCID 59595969, compound

Product 1

HCID 178423928HCID 178423928, compoundYield 26.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of N-(6′-amino-3″-fluoro-3,2′:3′,4″-terpyridin-5′-yl)-3-fluoro-4-methylbenzamide (0.12 g, 0.288 mmol) in acetic acid (2 mL) was heated in a sealed tube at 118° C. for 16 h. The solvent was evaporated and 4% sodium bicarbonate aqueous solution was added and extracted with ethyl acetate. The organic layer was dried and evaporated. The residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol) to give the title compound (0.03 g, 26% of yield).

Workup

  1. customThe solvent was evaporated
  2. addition4% sodium bicarbonate aqueous solution was added
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was dried
  5. customevaporated
  6. customThe residue was purified by silica gel flash chromatography (95:5 dichloromethane/methanol)

Sources & evidence

ORD record
ord-18c2b3730ec74a5183a9c159755a50aa
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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