Potassium Carbonate → HCID 22055254, compound

HRID 1829933Notes

Reaction equation

HRID 1829933 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].[F:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][OH:18].C([O-])([O-])=O.[K+].[K+]>CC(N(C)C)=O.CO>[F:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][O:18][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 680083-Fluorobenzylic alcoholHCID 5194172-Fluoro-5-nitrobenzonitrile

Product 1

HCID 22055254HCID 22055254, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 31374DimethylacetamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 2-fluoro-5-nitro-benzonitrile (290 m g, 1.74 mmol), 3-flouro-benzyl alcohol (1220 mg, 1.74 mmol) and K2CO3 (219 mg, 2.09 mmol) in DMA (4 ml) was heated at 120° C. for 7 h. The mixture was cooled to rt, diluted with MeOH(10 ml), filtered and purified by preparative HPLC to give 20A (380 mg, 80%).

Workup

  1. temperatureThe mixture was cooled to rt
  2. filtrationfiltered
  3. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-6687669747734397ac7f8bdc0573a445
Source dataset
uspto-grants-2006_06
Patent number
US07064203B2

Reaction notes

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