Pyridine → HCID 178519738, compound

HRID 2264204Notes

Reaction equation

HRID 2264204 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[C:9]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[N:10][C:11]([NH2:15])=[C:12]([NH2:14])[CH:13]=1.[F:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([F:32])[CH:31]=1)[C:26](Cl)=[O:27].N1C=CC=C[CH:34]=1>>[F:22][C:23]1[CH:24]=[C:25]([C:26]([C:34]2[NH:15][C:11]3=[N:10][C:9]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=4)=[C:8]([C:7]4[CH:6]=[CH:5][N:4]=[CH:3][C:2]=4[F:1])[CH:13]=[C:12]3[N:14]=2)=[O:27])[CH:29]=[C:30]([F:32])[CH:31]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 1456003,5-Difluorobenzoyl chlorideHCID 595959543''-Fluoro-3,2':3',4''-terpyridine-5',6'-diamine2×

Product 1

HCID 178519738HCID 178519738, compoundYield 10%

Procedure

To a solution of 3″-fluoro-3,2′:3′,4″-terpyridine-5′,6′-diamine (Intermediate 1, 0.1 g, 0.79 mmol) in pyridine (2 mL), 0.071 mL (0.78 mmol) of 3,5-difluorobenzoyl chloride were added. The mixture was stirred at room temperature for 16 h and the solvent was evaporated. The crude mixture was purified by flash chromatography (95:5 dichloromethane/methanol) to give the title compound (0.015 g, 10% of yield).

Workup

  1. customthe solvent was evaporated
  2. customThe crude mixture was purified by flash chromatography (95:5 dichloromethane/methanol)

Sources & evidence

ORD record
ord-dbc5be150fb34567968b6e3580356c4b
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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