Isobutylamine → HCID 69517717, compound

HRID 855093Notes

Reaction equation

HRID 855093 reaction equation
F[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:8]([C:12]([F:15])([F:14])[F:13])[O:9]2)=[CH:4][CH:3]=1.[CH2:21]([NH2:25])[CH:22]([CH3:24])[CH3:23].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:21]([NH:25][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:8]([C:12]([F:15])([F:14])[F:13])[O:9]2)=[CH:4][CH:3]=1)[CH:22]([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 6558IsobutylamineHCID 11430Potassium CarbonateHCID 58934808ethyl 7-fluoro-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Product 1

HCID 69517717HCID 69517717, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of ethyl 7-fluoro-2-(trifluoromethyl)-2H-chromene-3-carboxylate (0.45 g, 1.54 mmole) and isobutylamine (0.11 g, 1.54 mmole) was dissolved in anhydrous DMF (5 mL), warmed to 90° C. and treated with K2CO3 (0.25 g, 1.84 mmole). The mixture was maintained at 90° C. for 24 hrs, cooled to room temperature, filtered through celite and condensed to a viscous oil (0.53g, 98%). No further purification was performed. LCMS m/z 344.00 (M+H).

Workup

  1. temperatureThe mixture was maintained at 90° C. for 24 hrs
  2. temperaturecooled to room temperature
  3. filtrationfiltered through celite and condensed to a viscous oil (0.53g, 98%)
  4. customNo further purification

Sources & evidence

ORD record
ord-941855ad317b4a8f86af408b9cbfde32
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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