5-Fluoroindole → HCID 22390745, compound

HRID 1837137Notes

Reaction equation

HRID 1837137 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=[CH:9]1)([N:3]1[CH:7]=[CH:6]N=[CH:4]1)=[O:2].[F:13][C:14]1[CH:15]=[C:16]2C(=[CH:21][CH:22]=1)NC=C2>CN(C)C1C=CN=CC=1.C(#N)C>[F:13][C:14]1[CH:22]=[C:21]2[C:9](=[CH:16][CH:15]=1)[N:8]([C:1]([N:3]1[C:4]3[C:16](=[CH:15][C:14]([F:13])=[CH:22][CH:21]=3)[CH:6]=[CH:7]1)=[O:2])[CH:12]=[CH:11]2

Participants

5

Reactant 2

HCID 678615-FluoroindoleHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 22390745HCID 22390745, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6342AcetonitrileSolvent

Procedure

78.4 mmol of carbonyldiimidazole and 0.2 g of 4-dimethylaminopyridine are added to a solution of 74 mmol of 5-fluoroindole in 300 ml of acetonitrile. After refluxing for 8 hours, and then concentrating, the residue is taken up in a minimum of ether. The solidified product, which corresponds to the expected product, is filtered off.

Workup

  1. temperatureAfter refluxing for 8 hours
  2. concentrationconcentrating
  3. filtrationis filtered off

Sources & evidence

ORD record
ord-86b6e4cdfb494cf9a531856a51eb0cd4
Source dataset
uspto-grants-2004_08
Patent number
US06780868B2

Reaction notes

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