Ethanol → HCID 69589287, compound

HRID 860690Notes

Reaction equation

HRID 860690 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[S:13])=[CH:10][N:9]=1.[CH3:17][O:18][C:19](=[O:27])[CH:20]([CH3:26])[C:21](=O)[CH:22](Br)[CH3:23].[CH2:28](O)C>>[CH2:17]([O:18][C:19](=[O:27])[CH:20]([C:21]1[N:14]=[C:12]([C:11]2[CH:10]=[N:9][C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])=[CH:16][CH:15]=2)[S:13][C:22]=1[CH3:23])[CH3:26])[CH3:28]

Participants

4

Reactant 3

HCID 702EthanolHCID 24978315Methyl 4-bromo-2-methyl-3-oxopentanoateHCID 86598135HCID 86598135, compound

Product 1

HCID 69589287HCID 69589287, compound

Procedure

A mixture of 6-(2-Fluoro-phenyl)-thionicotinamide (3.0 g, 12 mmol) and 4-bromo-3-oxo-2-methyl-pentanoic acid methyl ester (3.2 g, 14.4 mmol) in ethanol (100 mL) is heated to reflux for 24 h, and concentrated. The residue is purified by column chromatography on silica gel yielding 2.6 g of the product.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 24 h
  3. concentrationconcentrated
  4. customThe residue is purified by column chromatography on silica gel yielding 2.6 g of the product

Sources & evidence

ORD record
ord-7fae0e6149cb4b9f8e1dd564b4052788
Source dataset
uspto-grants-2006_12
Patent number
US07153878B2

Reaction notes

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