Reaktion #1561588

Reaktionsgleichung

5-Fluoro-1-(piperazin-1-ylmethyl)-2,3-dihydro-1H-indene-4-carbonitrile

4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one

→

5-fluoro-1-({4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}methyl)-2,3-dihydro-1H-indene-4-carbonitrile

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONcontaining a stir bar
2. 2
   SonstigeThe tube was capped
3. 3
   Sonstigedegassed
4. 4
   Sonstigepurged with N2
5. 5
   SonstigeIt was then placed in a microwave reactor
6. 6
   SonstigeThe tube was again placed in a microwave reactor
7. 7
   Temperaturheated again at 150° C. for 30 min
8. 8
   EinengenThe solution was concentrated to dryness
9. 9
   workup.DISSOLUTIONre-dissolved in DCM (20 mL)
10. 10
    Sonstigewas then absorbed into silica gel
11. 11
    SonstigeIt was then loaded onto a silica column for separation with the solvent system of (10% MeOH in DCM)

Vorschrift

5-Fluoro-1-(piperazin-1-ylmethyl)-2,3-dihydro-1H-indene-4-carbonitrile (60 mg, 0.23 mmol), 4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one (88 mg, 0.46 mmol), were added to a 5 mL microwave tube containing a stir bar; to the mixture was added EtOH (2.5 mL). The tube was capped, degassed and purged with N2. It was then placed in a microwave reactor and heated at 120° C. for 1 hour; LC indicated formation of some desired product. The tube was again placed in a microwave reactor and heated again at 150° C. for 30 min; LC indicated formation of more product. The solution was concentrated to dryness, re-dissolved in DCM (20 mL) and was then absorbed into silica gel. It was then loaded onto a silica column for separation with the solvent system of (10% MeOH in DCM), to give 5-fluoro-1-({4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}methyl)-2,3-dihydro-1H-indene-4-carbonitrile. LC-MS (IE, m/z): 450 [M+1]+.

Quelle