Potassium Carbonate → HCID 22055276, compound

HRID 1829926Notes

Reaction equation

HRID 1829926 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].Cl[C:11]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:12]=1[C:13]([NH2:15])=[O:14].C([O-])([O-])=O.[K+].[K+]>CC(N(C)C)=O.CCOC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][O:6][C:11]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:12]=1[C:13]([NH2:15])=[O:14]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 680083-Fluorobenzylic alcoholHCID 2865622-Chloro-5-nitrobenzamide

Product 1

HCID 22055276HCID 22055276, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-flouro-benzyl alcohol (1.0 g, 7.92 mmol), 2-chloro-5-nitro-benzamide (1.59 g, 7.92 mmol) and K2CO3 (1.31 g, 9.51 mmol) in DMA (5 ml) was heated at 120° C. for 7 h. The mixture was cooled to rt, diluted with EtOAc(40 ml), filtered and concentrated in vacuo to give 14A (2.0 g, 87%).

Workup

  1. temperatureThe mixture was cooled to rt
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d7e3908fa98d449b8a0e70b81b6f063a
Source dataset
uspto-grants-2006_06
Patent number
US07064203B2

Reaction notes

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